5-Chloro-1-benzofuran-2-carboxylic acid → 5-Chloro-1-benzofuran

HRID 7293

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](C(O)=O)=[CH:7][C:6]=2[CH:13]=1>CN1CCCC1=O.[Cu]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:13]=1

Participants

Conditions

Temperature: 250 °C

Procedure

To a solution of 5-chloro-1-benzofuran-2-carboxylic acid (0.2 g) in 1-methyl-2-pyrrolidinone (2 ml) was added copper granules (0.2 g). The reaction mixture was heated at 250° C. for 3.5 min in a microwave. The reaction vessel was cooled to room temperature and the mixture combined with four other similar mixtures and the combined mixtures partitioned between water and diethyl ether. The organic layer was washed with water and brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (0.65 g) as a yellow oil.

Workup

temperatureThe reaction vessel was cooled to room temperature
customthe combined mixtures partitioned between water and diethyl ether
washThe organic layer was washed with water and brine
dry with materialdried (over magnesium sulphate)
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-a765f630bfcc4d368621ba25c966168e
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07084139B2

Linked notes

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