Sodium Methoxide → (6-Bromo-3-methoxymethyl-benzofuran-2-yl)-(2,4-dichlorophenyl)methanone

HRID 1443349Notes

Reaction equation

HRID 1443349 reaction equation
[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]([CH2:19]Br)=[C:7]([C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=3[Cl:18])=[O:10])[O:8][C:4]=2[CH:3]=1.[CH3:23][O-:24].[Na+]>CO>[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]([CH2:19][O:24][CH3:23])=[C:7]([C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=3[Cl:18])=[O:10])[O:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 59788888(6-Bromo-3-bromomethyl-benzofuran-2-yl)(2,4-dichlorophenyl)-methanone

Product 1

HCID 59788925(6-Bromo-3-methoxymethyl-benzofuran-2-yl)-(2,4-dichlorophenyl)methanoneYield 23.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (6-bromo-3-bromomethyl-benzofuran-2-yl)-(2,4-dichloro-phenyl)-methanone (1.1 g, 2.3 mmol) in methanol (4 mL) was added 0.5 M sodium methoxide (252 mg, 4.7 mmol). The reaction was stirred at 50 C for 3 h. The solvent was removed at reduced pressure and the mixture was triturated with methanol, providing (227 mg, 23%) a cream colored solid. 1H-NMR (CDCl3) δ 7.87-7.37 (m, 6H), 5.00 (s, 2H), 3.47 (s, 3H)

Workup

  1. customThe solvent was removed at reduced pressure
  2. customthe mixture was triturated with methanol

Sources & evidence

ORD record
ord-53141f59eb4146048d15f7f05aa13d87
Source dataset
uspto-grants-2010_02
Patent number
US07659412B2

Reaction notes

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