N-bromobutanimide → HCID 59494311, compound

HRID 872018Notes

Reaction equation

HRID 872018 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[C:23]2[O:22][CH:21]=[CH:20][C:19]=2[CH:18]=[C:17]([CH2:24][OH:25])[CH:16]=1>ClCCl>[Br:1][C:18]1[C:19]2[CH:20]=[CH:21][O:22][C:23]=2[C:15]([O:14][CH2:13][CH2:12][CH2:11][O:10][CH3:9])=[CH:16][C:17]=1[CH2:24][OH:25]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 59494549HCID 59494549, compound

Product 1

HCID 59494311HCID 59494311, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-Bromosuccinimide (978 mg) was added to a solution of [7-(3-methoxypropoxy)-1-benzofuran-5-yl]methanol (1.18 g) in dichloromethane (30 ml) under ice-cooling and the mixture was stirred at the same temperature for 10 minutes. The reaction mixture was concentrated in vacuo and the resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1) to give [4-bromo-7-(3-methoxypropoxy)-1-benzofuran-5-yl]methanol (1.46 g) as a colorless oil.

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-cea4553df4894a1ebf56ab0e6284ecf9
Source dataset
uspto-grants-2015_03
Patent number
US08975252B2

Reaction notes

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