3-Amino-5-chloro-2-(2-benzyloxybenzoyl)-benzofuran → 3-Amino-5-chloro-2-(2-hydroxybenzoyl)-benzofuran

HRID 450841Notes

Reaction equation

HRID 450841 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:12](=[O:27])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19]CC1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:12](=[O:27])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19]

Participants

4

Reactant 1

HCID 113034533-Amino-5-chloro-2-(2-benzyloxybenzoyl)-benzofuran

Product 1

HCID 587073613-Amino-5-chloro-2-(2-hydroxybenzoyl)-benzofuran

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-Amino-5-chloro-2-(2-benzyloxybenzoyl)-benzofuran (Example 1, 0.5 g, 1.3 mmol) in ethyl acetate (15 ml) is stirred at room temperature under an atmosphere of hydrogen in the presence of palladium on charcoal (0.025 g). After 3 h the mixture is filtered over Celite® and evaporated to dryness. Purification of the residue by chromatography yields the title compound, having a m.p. of 208-210° C.

Workup

  1. filtrationAfter 3 h the mixture is filtered over Celite®
  2. customevaporated to dryness
  3. customPurification of the residue by chromatography

Sources & evidence

ORD record
ord-20fa3f48fa274d5ba5b0c9b6540c4feb
Source dataset
uspto-grants-2013_07
Patent number
US08486996B2

Reaction notes

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