Thionyl Chloride → 5,6-Dihydro-4H-cyclopenta[b]thiophene-2-carbonyl chloride

Reaction equation

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

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 7709804H,5H,6H-cyclopenta(b)thiophene-2-carboxylic acid

Product 1

HCID 190880195,6-Dihydro-4H-cyclopenta[b]thiophene-2-carbonyl chloride

Procedure

1.0 g of 5,6-dihydro-4H-cyclopenta[b]thiophene-2-carboxylic acid was reacted with 4 ml of thionyl chloride for 3.5 hours under reflux. Then, excess thionyl chloride was distilled off under reduced pressure to obtain 5,6-dihydro-4H-cyclopenta[b]thiophene-2-carbonyl chloride.

Workup

temperatureunder reflux
distillationThen, excess thionyl chloride was distilled off under reduced pressure

Sources & evidence

ORD record: ord-c9cecca69b4e49e7a0992b094561e098
Source dataset: uspto-grants-1994_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05304657

Reaction notes

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