Water → 1-(2,4-Bis-benzyloxy-5-bromo-phenyl)-ethanone

HRID 646484Notes

Reaction equation

HRID 646484 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[CH:11][C:10]=1[C:23](=[O:25])[CH3:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:26]N1C(=O)CCC1=O.O>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:12]([Br:26])=[CH:11][C:10]=1[C:23](=[O:25])[CH3:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 3194691-(2,4-Bis(benzyloxy)phenyl)ethanone

Product 1

HCID 247744411-(2,4-Bis-benzyloxy-5-bromo-phenyl)-ethanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

51.2 g of 1-(2,4-Bis-benzyloxy-phenyl)-ethanone (0.154 mol, 1 eq) were dissolved in 250 ml DMF. 27.42 g N-bromosuccinimide (0.154 mol, 1 eq) in 100 ml DMF were added dropwise. The mixture was stirred at room temperature over night. The reaction mixture was poured onto 700 ml of water and the precipitate filtered off. The filter cake was rinsed with water and the colourless solid was recrystallised from 370 ml acetonitrile.

Workup

  1. filtrationthe precipitate filtered off
  2. washThe filter cake was rinsed with water
  3. customthe colourless solid was recrystallised from 370 ml acetonitrile

Sources & evidence

ORD record
ord-a080a3c2108e4f1381ff4d7064050083
Source dataset
uspto-grants-2010_04
Patent number
US07705027B2

Reaction notes

Loading…