Ethynylation process

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S813000

Reexamination Certificate

active

07638658

ABSTRACT:
A process for the manufacture of an acetylenically unsaturated alcohol comprising reacting formaldehyde, an aldehyde or a ketone (a carbonyl compound) with acetylene in the presence of ammonia and an alkali metal hydroxide, the molar ratio of the alkali metal hydroxide to the carbonyl compound being less than 1:200. The reaction products, which depending on the starting carbonyl compound are propargyl alcohol or 1-monosubstituted or 1,1-disubstituted derivatives thereof, are of use as intermediates in the synthesis of many useful end products, inter alia in the field of vitamins and carotenoids.

REFERENCES:
patent: 3082260 (1963-03-01), Tedeschi et al.
patent: 3283014 (1966-11-01), Balducci et al.
patent: 3383427 (1968-05-01), Wolfe
patent: 3709946 (1973-01-01), Tedeschi et al.
patent: 2002/0183565 (2002-12-01), Ansmann et al.
patent: 2007/0191649 (2007-08-01), Klass et al.
patent: 1 256 560 (2002-11-01), None
patent: 2 236 822 (1975-02-01), None
Tedeschi, R.J. et al., “Base-Catalyzed Reaction of Acetylene and Vinylacetylenes with Carbonyl Compounds in Liquid Ammonia under Pressure,”J. Org. Chem., vol. 28, pp. 1740-1743 (1963).
Derwent Database, English language abstract of FR 2 236 822 (document B2 above), (copyright 2005).

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