IT1022545B - Ethynyl carbinol prepn. from unsatd. ketones - pref. methyl vinyl ketone, by ethynylation with magnesium acetylene complex in liq. ammonia - Google Patents

Ethynyl carbinol prepn. from unsatd. ketones - pref. methyl vinyl ketone, by ethynylation with magnesium acetylene complex in liq. ammonia

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Publication number
IT1022545B
IT1022545B IT2798174A IT2798174A IT1022545B IT 1022545 B IT1022545 B IT 1022545B IT 2798174 A IT2798174 A IT 2798174A IT 2798174 A IT2798174 A IT 2798174A IT 1022545 B IT1022545 B IT 1022545B
Authority
IT
Italy
Prior art keywords
pref
liq
acetylide
ethynylation
prepn
Prior art date
Application number
IT2798174A
Other languages
Italian (it)
Original Assignee
Hoffmann La Roche
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US05/460,847 external-priority patent/US3950446A/en
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Application granted granted Critical
Publication of IT1022545B publication Critical patent/IT1022545B/en

Links

Abstract

Prepn. of ethynyl carbinols of formula R1R2C=CR-C(OH)-(-C=CH)R3 (I) (where R,R1 and R3 are H, lower alkyl or lower alkenyl, R2 is H or 1-18C hydrocarbyl, or R1 and R2 together with the C atom, to which they are attached, denote cyclo-lower alkyl or cyclo-lower alkenyl) take place by reacting a cpd. R1R2C=CR-CR3O (II) pref. Me vinyl ketone in liq. NH3 with an Mg acetylene complex (III) as ethynylation reagent pref. used as a mixt. contg. >5 (5-95) esp. 10-80 wt. % (III) and Na acetylide. (I) are obtd. in high yields, e.g. 70 wt. % (compared with 30% when using Na acetylide as ethynylation reagent) and improved purity e.g. 94%. Ethynylation reagent is pref. prepd. by mixing Na acetylide with MgSO4, MgCl2, MgF2 or an organo Mg halide esp, EtMgBr, in liq. NH3, under anhydrous conditions. Pref. mixt. contains 10-95 wt. % Na acetylide w.r.t. Mg cpd. + Na acetylide. (IIIe be prepd. by reacting C2H2 with Mg in liq. NH3 in presence of Na amide or Na metal at -100 to +100 degrees C under 15-1000 psia.
IT2798174A 1973-10-01 1974-10-01 Ethynyl carbinol prepn. from unsatd. ketones - pref. methyl vinyl ketone, by ethynylation with magnesium acetylene complex in liq. ammonia IT1022545B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US40254473A 1973-10-01 1973-10-01
US05/460,847 US3950446A (en) 1974-04-15 1974-04-15 Process for producing ethynylating agents

Publications (1)

Publication Number Publication Date
IT1022545B true IT1022545B (en) 1978-04-20

Family

ID=27017923

Family Applications (1)

Application Number Title Priority Date Filing Date
IT2798174A IT1022545B (en) 1973-10-01 1974-10-01 Ethynyl carbinol prepn. from unsatd. ketones - pref. methyl vinyl ketone, by ethynylation with magnesium acetylene complex in liq. ammonia

Country Status (2)

Country Link
AT (1) AT340884B (en)
IT (1) IT1022545B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3027269A1 (en) * 1980-07-18 1982-03-04 Basf Ag, 6700 Ludwigshafen 3,6-DIMETHYL-3-HYDROXY-1-OCTINE AND -1-OCTENE AND DERIVATIVES THEREOF AND THEIR USE AS A FRAGRANCE AND METHOD FOR THE PRODUCTION OF 3,6-DIMETHYL-3-HYDROXY OCTANE
GB8317850D0 (en) * 1983-06-30 1983-08-03 Roecar Holdings Nv Rooperol and its derivatives

Also Published As

Publication number Publication date
ATA789574A (en) 1977-05-15
AT340884B (en) 1978-01-10

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