Thionyl Chloride → 5-Hexylthiophene-2-carboxylic acid chloride

HRID 36311Notes

Reaction equation

S(Cl)([Cl:3])=O.[CH2:5]([C:11]1[S:15][C:14]([C:16]([O-:18])=O)=[CH:13][CH:12]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>>[CH2:5]([C:11]1[S:15][C:14]([C:16]([Cl:3])=[O:18])=[CH:13][CH:12]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 199380245-Hexylthiophene-2-carboxylate

Product 1

HCID 131282725-Hexylthiophene-2-carboxylic acid chloride

Conditions

Temperature: 80 °C

Procedure

10 m of thionyl chloride was added to 1.0 g (4.72×10-3 mol) of 5-hexylthiophene-2-carboxylate and the mixture was stirred for 4 hours at 80° C., followed by removal of excess thionyl chloride, whereby 5-hexylthiophene-2-carboxylic acid chloride was obtained.

Workup

customfollowed by removal of excess thionyl chloride

Sources & evidence

ORD record: ord-c896d179ae094facb36b1fd49d84e5cd
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05413735

Reaction notes

Loading…