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

HRID 1180984

Reaction equation

HRID 1180984 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

4

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

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

Sources & evidence

ORD record
ord-3a74ec20bc7548b99a9b7da5d2fc7c7a
Source dataset
uspto-grants-2007_10
Patent number
US07282497B2

Linked notes

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