7-Benzofurancarboxylic acid, 4-(acetylamino)-5-chloro-, methyl ester → Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate

HRID 2210586Notes

Reaction equation

HRID 2210586 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]2[O:11][CH:12]=[CH:13][C:9]=2[C:8]([NH:14][C:15](=[O:17])[CH3:16])=[C:7]([Cl:18])[CH:6]=1)=[O:4].[H][H]>CC(C)=O.[Rh]>[C:15]([NH:14][C:8]1[C:9]2[CH2:13][CH2:12][O:11][C:10]=2[C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][C:7]=1[Cl:18])(=[O:17])[CH3:16]

Participants

5

Reactant 2

HCID 111083377-Benzofurancarboxylic acid, 4-(acetylamino)-5-chloro-, methyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 10635698Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylateYield 95.3%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 180AcetoneSolvent

Procedure

A solution of methyl-4-acetamido-5-chloro-benzo[b]furan-7-carboxylate (0.5 g) in acetone (300 ml) was stirred for 3 hours in presence of 5% Rh/C (0.5 g) in a hydrogen atmosphere. The catalyst was filtered off and the filtrate was evaporated in vacuo to yield 0.48 g of the title product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-a7a0ba52b95242adaba0cd2322430fe6
Source dataset
uspto-grants-1995_10
Patent number
US05459161

Reaction notes

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