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

Reaction equation

[CH2:1]([C:7]1[S:11][C:10]([C:12]([OH:14])=O)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(Cl)([Cl:17])=O>>[CH2:1]([C:7]1[S:11][C:10]([C:12]([Cl:17])=[O:14])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 131282695-Hexyl-2-thiophenecarboxylic acid

Product 1

HCID 131282725-Hexylthiophene-2-carboxylic acid chloride

Conditions

Temperature: 80 °C

Procedure

10 ml of thionyl chloride was added to 1.0 g (4.72×10-3 ml) of 5-hexylthiophene-2-carboxylic acid, followed by stirring for 4 hours under heating at 80° C. and removal of excessive thionyl chloride by reduced-pressure distillation to obtain 5-hexylthiophene-2 -carboxylic chloride.

Workup

customremoval of excessive thionyl chloride
distillationby reduced-pressure distillation

Sources & evidence

ORD record: ord-428139fe7d494ec893429a8e138d97bd
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05268123

Reaction notes

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