In re Sarett

327 F.2d 1005, 51 C.C.P.A. 1180, 140 U.S.P.Q. (BNA) 474, 1964 CCPA LEXIS 475
CourtUnited States Customs Court
DecidedFebruary 20, 1964
DocketNo. 7051
StatusPublished
Cited by44 cases

This text of 327 F.2d 1005 (In re Sarett) is published on Counsel Stack Legal Research, covering United States Customs Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
In re Sarett, 327 F.2d 1005, 51 C.C.P.A. 1180, 140 U.S.P.Q. (BNA) 474, 1964 CCPA LEXIS 475 (cusc 1964).

Opinion

Rich, Judge,

delivered the opinion of the court :

This appeal is from the decision of the Patent Office Board of Appeals, affirming the rejection of claims 8-19 in Sarett’s application serial No. 600,163, filed July 26,1956, entitled “Chemical Compounds and Process for Preparing the Same.”1

The invention relates to the oxidizing of primary and secondary alcohols to corresponding carbonyl compounds. In essence, mild oxidizing agents are used, thus preventing oxidation of unsaturated bonds in the alcohol and also preventing oxidation beyond the desired stage. Alkaline medium is used to avoid undesirable side reactions at acid-sensitive portions of alcohol molecules.

With respect to the naming of the alcohols to be oxidized, there are two groups of claims: (1) claims 8-14 which define the process of oxidizing specific complex alcohols using “pyridine-chromium trioxide [1183]*1183complex” as oxidizing agent; and (2) claims 15-19 which define the process of so oxidizing ‘primary and secondary alcohols broadly. In this group the oxidizing agent is defined as in group (1) except for claim 15 in which it is more broadly defined as “a tertiary amine-chromium trioxide complex,” pyridine being a tertiary amine, the tertiary amines being further restricted to “pyridine, lower alkyl substituted pyridines, and benzosubsituted pyridines.” Claims 17-19, dependent on claim 16, specify, respectively, that the alcohol is aliphatic, or a phenanthrene compound, or a cyclopentanopolyhydro-phenanthrene compound.

Claims 8 and 16 are representative of groups (1) and (2) respectively and read (our emphasis):

8. A process for preparing 3-acetoxy-ll,20-diketopregnane which comprises intimately contacting 3-aeetoxy-ll-keto-20-hydroxypregnane with pyridine eh/rominum trioxide complex at a pH m excess of 1.0 and recovering 3-acetoxy-11,20-diketopregnane from the resulting reaction mixture.
16. In the process of oxidizing an alcohol having at least one hydrogen atom attached to the carbon atom bearing the hydroxyl substituent to the corresponding carbonyl compound, the improvement which comprises intimately contacting said alcohol at a pH im excess of 1 with a pyridine-chromium trioxide complex, and recovering the carbonyl compound from the resulting reaction mixture.

The definition of the alcohol in claim 16 means, in plain English (the use of which is often prevented by Patent Office practice), a primary or secondary alcohol.

There are two grounds of rejection: (1) all claims, double patenting over Arth et ah, a commonly-assigned patent in which appellant is one co-inventor; 2 and (2) claims 15-19, indefiniteness in their broad definitions of the alcohols, under 35 U.S.C. 112.3

The complexity of issues requires that we outline briefly the disclosure and claims of appellant’s application and of the Arth et al. patent and set the legal problem in its factual background.

Appellant's Disclosure

Appellant asserts as his broad invention the oxidizing of primary and secondary alcohols, particularly unsaturated alcholols, in alkaline medium with organic base-chromium trioxide complexes. Preferred bases are pyridine, gamma-picoline, beta-picoline, lutidines, quino-line, diethyl formamide and the like. Oxidation is effected by in[1184]*1184timately contacting the alcohol with oxidizing agent in inert solvent. Primary alcohols are oxidized to aldehydes, secondary alcohols to ketones. The specification includes many types of alcohols to which the process is applicable. Over sixty types are disclosed including aliphatic, aralkyl, aralkenyl, aralkinyl alcohols, to name a few, as well as steroid alcohols and 'steroid derivatives such as pregnanes, cholanes, etc.

Appellant says his process is especially useful in oxidizing certain hydroxy ( — OH) functional groups on steroids to their corresponding keto (=0) groups. For example, 17-position hydroxys may be oxidized to 17-ketos without affecting unsaturated bonds elsewhere in the molecule. The specification includes thirtymne specific examples in which alcohols ranging from cyclopentanopolyhydrophe-nanthrene derivatives to n-butyl alcohol (allowed claim Y) are oxidized. Included are pregnanes, ergosterols, phenanthrenes, pyrans, benzyl alcohols, propene alcohols, etc.

Claims 8-14, defining appellant’s process, set forth specific complex alcohols as follows:4 claim 8 — 3-acetoxy-ll-keto-20-hydroxy-pregnane; claim 9 — 3,21-diacetoxy-ll-keto-lY, 20-dihydroxypregnane; •claim 10 — A8(9),22-3-acetoxy-7,ll-dihydroxyergostadiene; claim 11— 4b-methyl-7-ethylenedioxy -1,2,3,4,4a,4b,5,6,Y,8,10a - dodecahydrophe-nanthrene-l,4-diol; claim 12 — 4b-methyl-Y-ethylenedioxy-l,2,3,4,4a,-4b,5,6,7,8,10,10a-dodecahydrophenanthrene-l,4-diol-l-acetate; claim 13 — 4b-methyl-7-ethylenedioxy -1,2,3,4,4a,4b,5,6,Y,8,10,10a - dodecahy-drophenanthrene-l-one-4-ol; claim 14-4b-methyl-7-ethylenedioxy-l,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene-l-ol-4-one. In all the aforementioned alcohols, hydroxy groups are oxidized to keto groups in the claimed process.

Claim 16, supra, is the broadest of claims 15-19. It is inclusive of all primary and secondary alcohols. Claim 15 differs from 16 only in its definition of the complex former used in preparing the oxidizing agent. It too, therefore, includes all primary and secondary alcohols.

The 'Arth et al. Patent Disclosure

Although on the double patenting,rejection here involved we .are concerned only with what this patent claims, in order to understand what it does claim and discuss the opposing arguments on this question, it is necessary to give some consideration to the disclosure of the specification, bearing in mind always that the teachings of that specification (inclusive of its claims) are not prior art with reference to appellant’s invention as defined in the claims on appeal, since the [1185]*1185application on appeal and the patent have the same effective filing date. In re Coleman et al., 38 CCPA 1156, 189 F. 2d 976, 90 USPQ 100. We preface this consideration by quoting the Patent .Office position as stated in the solicitor’s brief:

The position of the Patent Office with respect to this ground of rejection is that the instant claims áre directed to essentially the sanie invention as that recited-in any of Arth’s process claims 9, 10, 11, 12 and 16, and that the two groups' of. claims differ only in scope. [Emphasis added.]

Arth et al., as does appellant, disclose-processes for oxidizing specifically 4b-methyl-dodecahydrophenanthrene-l,4'diol-7-one to 1,4,7-triones.5 In addition, however, Arth et al. teach processes for isomer-izing various triones by alkali treatment'to form stereoisomers, thereof. The claims define both processes and compounds. Only process claims are germane to.the instant appeal, as tha-solicitor has made clear, since appellant claims processes.

"Simply -stated, Arth et al.

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327 F.2d 1005, 51 C.C.P.A. 1180, 140 U.S.P.Q. (BNA) 474, 1964 CCPA LEXIS 475, Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-sarett-cusc-1964.