Thionyl Chloride → 1-(1-Naphthyl)cyclopropanecarbonyl chloride

HRID 440531Notes

Reaction equation

[C:1]1([C:11]2([C:14]([OH:16])=O)[CH2:13][CH2:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:19])=O>>[C:1]1([C:11]2([C:14]([Cl:19])=[O:16])[CH2:13][CH2:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 122764501-(1-Naphthyl)cyclopropanecarboxylic acid

Product 1

HCID 122764541-(1-Naphthyl)cyclopropanecarbonyl chloride

Procedure

1-(1-Naphthyl)cyclopropane carboxylic acid (6.7 g, prepared in a similar manner to that described in Example H20), was added to thionyl chloride (25 ml) and the mixture heated at 90°-95° C. for 1 hour. Excess thionyl chloride was removed in vacuo to yield 1-(1-naphthyl)cyclopropanecarbonyl chloride (7.1 g) which was used without further purification.

Workup

temperaturethe mixture heated at 90°-95° C. for 1 hour
customExcess thionyl chloride was removed in vacuo

Sources & evidence

ORD record: ord-9ac7747b1c1a4672a97ff7d019e61428
Source dataset: uspto-grants-1996_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05519034

Reaction notes

Loading…