Benzyl Bromide → HCID 86689067, compound

HRID 1619963Notes

Reaction equation

HRID 1619963 reaction equation
[Cl:1][CH:2]([CH3:15])[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].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:16]([N:9]1[C:8]2[CH:13]=[CH:14][C:5]([C:3](=[O:4])[CH:2]([Cl:1])[CH3:15])=[CH:6][C:7]=2[O:11][C:10]1=[O:12])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 23160512HCID 23160512, compound

Product 1

HCID 86689067HCID 86689067, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

120.5 g (401 mmol) 6-(2-chloro-propionyl)-3H-benzoxazol-2-one, 49.4 ml (416 mmol) benzylbromide and 57.5 g (416 mmol) potassium carbonate added to 700 ml acetone are stirred overnight at RT. Then the solv. is completely removed i. V. and the residue is extracted with water and DCM. The org. phase is separated off, dried on magnesium sulphate and the solv. is eliminated by rotary evaporation i.V. The residue obtained is purified through silica gel (eluant: DCM).

Workup

  1. extractionand the residue is extracted with water and DCM
  2. customphase is separated off
  3. customdried on magnesium sulphate
  4. customThe residue obtained
  5. customis purified through silica gel (eluant: DCM)

Sources & evidence

ORD record
ord-0668c1ce39304c72bf7bfe8ab664069a
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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