Phenacyl bromide → 2-isoquinolinium-2-yl-1-phenylethan-1-one bromide

HRID 258994Notes

Reaction equation

HRID 258994 reaction equation
[CH2:1]([Br:10])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][N:12]=1>CCOCC>[Br-:10].[CH2:1]([N+:12]1[CH:13]=[CH:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]=1)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 8405Isoquinoline

Product 1

HCID 27948512-isoquinolinium-2-yl-1-phenylethan-1-one bromide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of phenacyl bromide (20 g) in dry ether (100 ml) was added, with stirring, to a solution of isoquinoline (13 g) in ether (50 L ml). The solution was stirred for 30 minutes, and allowed to stand overnight. The precipitated product was filtered off, washed well with ether, and dried. Yield 26.8 g.

Workup

  1. waitto stand overnight
  2. filtrationThe precipitated product was filtered off
  3. washwashed well with ether
  4. customdried

Sources & evidence

ORD record
ord-5a2499b814144ed29c3e7df031ffc55d
Source dataset
uspto-grants-1977_07
Patent number
US04035499

Reaction notes

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