Thionyl Chloride → HCID 14699636, compound

Reaction equation

[F:1][C:2]1([Cl:9])[CH2:4][C:3]1([CH3:8])[C:5](O)=[O:6].S(Cl)([Cl:12])=O>>[F:1][C:2]1([Cl:9])[CH2:4][C:3]1([CH3:8])[C:5]([Cl:12])=[O:6]

Participants

Reactant 2

HCID 24386Thionyl Chloride2×

HCID 14699634128230-79-5

Product 1

HCID 14699636HCID 14699636, compoundYield 97%

Procedure

In a distillation equipment, a mixture of 51 g (0.33 mol) of 2-fluoro-2-chloro-1-methylcyclopropanecarboxylic acid and 60 g (0.5 mol) of thionyl chloride is heated slowly with stirring, during which process excess thionyl chloride distils over first and the desired product later. In this manner, 54 g (97% of theory) of 2-fluoro-2-chloro-1-methylcyclopropanecarbonyl chloride are obtained in the form of a liquid of boiling point 82°-85° C./100 mbar.

Workup

temperatureis heated slowly
customdistils over first and the desired product later

Sources & evidence

ORD record: ord-a6218d82999c4df9aded0372c24bd403
Source dataset: uspto-grants-1992_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05081283

Reaction notes

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