Benzyl Bromide → HCID 12363926, compound

HRID 28389Notes

Reaction equation

HRID 28389 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:6]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CC(C)=O>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([N:19]([S:20]([CH3:23])(=[O:21])=[O:22])[CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 541038924-Benzyloxy-3-(methanesulfonylamino)phenyl acetate

Product 1

HCID 12363926HCID 12363926, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 7.7 g (0.023 mol) of 4-benzyloxy-3-(N-methylsulphonylamino)phenyl acetate, 4.75 g (0.035 mol) of crushed potassium carbonate and 3.3 ml (0.0276 mol) of benzyl bromide in 150 ml of anhydrous acetone is stirred at reflux temperature for 4 hours. After filtration and evaporation, the compound of the title is obtained, which is recrystallized in ethyl acetate.

Workup

  1. temperatureat reflux temperature for 4 hours
  2. filtrationAfter filtration and evaporation
  3. customthe compound of the title is obtained
  4. customwhich is recrystallized in ethyl acetate

Sources & evidence

ORD record
ord-306383420c824b989835112af802b182
Source dataset
uspto-grants-2008_09
Patent number
US07419974B2

Reaction notes

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