Phosphorus pentachloride → 3-Methoxy-2,2,3,3-tetrafluoropropionyl chloride

Reaction equation

[CH3:1][O:2][C:3]([F:11])([F:10])[C:4]([F:9])([F:8])[C:5](O)=[O:6].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>>[CH3:1][O:2][C:3]([F:11])([F:10])[C:4]([F:9])([F:8])[C:5]([Cl:13])=[O:6]

Participants

Reactant 2

HCID 24819Phosphorus pentachloride

HCID 133289072,2,3,3-Tetrafluoro-3-methoxypropanoic acid

Product 1

HCID 128460263-Methoxy-2,2,3,3-tetrafluoropropionyl chlorideYield 95.2%

Procedure

A mixture of 47.4 g 3-methoxytetrafluoropropionic acid and 67.3 g phosphorous pentachloride was heated and the contents distilled to obtain a pale yellow liquid boiling to 102°. Redistillation of this liquid yielded 49.8 g (95.2%) 3-methoxytetrafluoropropionyl chloride, b.p. 84°-86°.

Workup

temperaturewas heated
distillationthe contents distilled
customto obtain a pale yellow liquid boiling to 102°
distillationRedistillation of this liquid

Sources & evidence

ORD record: ord-fa8f90a5a9564181ae90cf68447d915a
Source dataset: uspto-grants-1986_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04590015

Reaction notes

Loading…