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

HRID 456496
Notes
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Reaction equation

HRID 456496 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 9378385-Chloro-1-benzofuran-2-carboxylic acid

Product 1

HCID 900135-Chloro-1-benzofuranYield 418.7%

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

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.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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-07f97b830be2418c9049acd112425881
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07186717B2

Reaction notes

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