Bromine → 6-(alpha-Bromoacetyl)-8-methoxy-3,4-dihydrocarbostyril

HRID 1649004Notes

Reaction equation

HRID 1649004 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([O:14][CH3:15])[CH:13]=1)[NH:10][C:9](=[O:16])[CH2:8][CH2:7]2)(=[O:3])[CH3:2].[Br:17]Br>C(Cl)(Cl)Cl>[Br:17][CH2:2][C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([O:14][CH3:15])[CH:13]=1)[NH:10][C:9](=[O:16])[CH2:8][CH2:7]2)=[O:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 132603006-Acetyl-8-methoxy-3,4-dihydrocarbostyril

Product 1

HCID 131049126-(alpha-Bromoacetyl)-8-methoxy-3,4-dihydrocarbostyrilYield 75.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 6-acetyl-8-methoxy-3,4-dihydrocarbostyril (3.1 g) in chloroform (30 ml) was added dropwise a solution of bromine (2.26 g) in chloroform (20 ml) with stirring at room temperature. After completion of addition, the mixture was stirred for 30 minutes at room temperature, thereafter, the reaction mixture was concentrated and the residue was recrystallized from methanol to give 3.2 g of 6-(α-bromoacetyl)-8-methoxy-3,4-dihydrocarbostyril.

Workup

  1. additionAfter completion of addition
  2. stirringthe mixture was stirred for 30 minutes at room temperature
  3. concentrationthe reaction mixture was concentrated
  4. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-67fd5874aa234d70b827f625eaa67b36
Source dataset
uspto-grants-1983_11
Patent number
US04414390

Reaction notes

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