Benzyl Bromide → HCID 86689063, compound

HRID 1619932Notes

Reaction equation

HRID 1619932 reaction equation
[Cl:1][CH:2]([CH2:15][CH3:16])[C:3]([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].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:17]([N:9]1[C:8]2[CH:13]=[CH:14][C:5]([C:3](=[O:4])[CH:2]([Cl:1])[CH2:15][CH3:16])=[CH:6][C:7]=2[O:11][C:10]1=[O:12])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 82254802HCID 82254802, compound

Product 1

HCID 86689063HCID 86689063, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

62.50 g (260.79 mmol) 6-(2-chloro-butyryl)-3H-benzoxazol-2-one, 31 mL (261.00 mmol) benzylbromide, 160.00 g (1157.74 mmol) potassium carbonate and 3000 mL acetone are stirred for 24 h at RT. The reaction mixture is concentrated by rotary evaporation i. V. and the residue is separated on silica gel (eluant cyclohexane/EA). The suitable fractions are concentrated by rotary evaporation i. V. and the residue is crystallised with EtOH.

Workup

  1. concentrationThe reaction mixture is concentrated by rotary evaporation i
  2. customand the residue is separated on silica gel (eluant cyclohexane/EA)
  3. concentrationThe suitable fractions are concentrated by rotary evaporation i
  4. customand the residue is crystallised with EtOH

Sources & evidence

ORD record
ord-8a81967491804cf58e24f97b8cdf63ce
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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