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filingDate 1975-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1977-08-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1481577-A
titleOfInvention Process for the manufacture of oxo compounds and silyl vanadates as catalysts therefor
abstract 1481577 Ethylenic oxo compounds F HOFFMANN-LA ROCHE & CO AG 28 Feb 1975 [1 March 1974] 8445/75 Heading C2C [Also in Division C3] Acetylenic alcohols are isomerized to ethylenic oxo compounds by contacting them with a silyl vanadate (Ph<SP>1</SP> 3 SiO) m (RO) 3-m V = O, wherein Ph<SP>1</SP> is a phenyl group having at least one electronwithdrawing substituent, R is a C 1-6 alkyl, a cycloalkyl, a phenyl, or a phenyl-C 1-6 -alkyl group or a group K 3 Si, wherein K is a C 1-6 alkyl, a cycloalkyl, a phenyl, or a phenyl-C 1-6 alkyl group, and m is 1, 2 or 3. Suitably 0.1-5 mol per cent of catalyst is used, at up to 150‹ C., preferably 40-110‹ C., optionally in a solvent. In Example 3 3-hydroxy-3 : 7-dimethyl-oct-6- en-l-yne is isomerized to citral at 95‹ C. over 8 hours in a paraffin oil i.p.o. In Example 4 the catalysts are used in the same isomerization. In Examples 3 and 5-12 the catalysts are used for the isomerization of: [3] 3 : 7- dihydroxy - 3 : 7 - dimethyl - oct - 1 - yne and [8] its 7 - methoxy derivative, [5,10 and 11] 3- methyl- or 3-phenyl or 1-propyl-3-hydroxybut-l-yne, [6 and 7] 3-hydroxy-3 : 7 : 11- trimethyl - dodeca - 6 : 10 - dien - 1 - yne and 3 - hydroxy - 3 : 7 : 11 : 15 - tetramethyl - hexadec - 1 - yne, [9] 1 - ethynyl - cyclohexanol, and [12] 4-ethynyl-4-hydroxy- 1 : 1-ethylenedioxy-3 : 5 : 5-trimethyl-cyclohex-2-ene.
priorityDate 1974-03-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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