Thionyl Chloride → 2,3-Dihydro-3,3-dimethylbenzofuran-5-carboxylic acid chloride

HRID 444095Notes

Reaction equation

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

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 220413993,3-Dimethyl-2,3-dihydro-1-benzofuran-5-carboxylic acid

Product 1

HCID 545007362,3-Dihydro-3,3-dimethylbenzofuran-5-carboxylic acid chlorideYield 127.7%

Procedure

The product of stage (a) (3 g) was boiled under reflux in thionyl chloride (3.6 g) for 3 hours. Removal of the thionyl chloride under vacuum gave crude title product (4.2 g).

Workup

customRemoval of the thionyl chloride under vacuum

Sources & evidence

ORD record: ord-e892632284b0435a993f4e96d43c9caf
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04263037

Reaction notes

Loading…