Benzyl Bromide → HCID 67464712, compound

HRID 1619938Notes

Reaction equation

HRID 1619938 reaction equation
[C:1]([C:5]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[O:11][C:7]=2[CH:6]=1)(=[O:4])[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CC(C)=O>[CH2:21]([N:9]1[C:8]2[CH:13]=[CH:14][C:5]([C:1](=[O:4])[CH2:2][CH3:3])=[CH:6][C:7]=2[O:11][C:10]1=[O:12])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 30429472(3H)-Benzoxazolone, 6-(1-oxopropyl)-

Product 1

HCID 67464712HCID 67464712, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

94 g (492 mmol) 6-propionyl-3H-benzoxazol-2-one is placed in 1000 mL acetone and 160 g (1.157 mol) potassium carbonate and then 65 ml (546 mol) benzylbromide are added and the mixture is stirred for 4 h at 50° C. The reaction mixture is suction filtered hot and then the filtrate is slowly cooled. The solid is suction filtered and washed with acetone/diethyl ether.

Workup

  1. filtrationfiltered hot
  2. temperaturethe filtrate is slowly cooled
  3. filtrationfiltered
  4. washwashed with acetone/diethyl ether

Sources & evidence

ORD record
ord-1a37a56c98704e6f8528af612682d9ba
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

Loading…