Phenacyl bromide → HCID 14855804, compound

HRID 586633Notes

Reaction equation

HRID 586633 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7]2[CH2:11][CH2:10][CH2:9][N:8]=2)=[CH:4][CH:3]=1.[CH2:14](Br)[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O.C([O-])(O)=O.[Na+]>CO>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([C:6]2[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:14][N:8]3[C:7]=2[CH2:11][CH2:10][CH2:9]3)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6259Phenacyl bromideHCID 516892Sodium BicarbonateHCID 13638849HCID 13638849, compound

Product 1

HCID 14855804HCID 14855804, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(4-Chlorobenzyl)-1-pyrroline (9 g, 50% strength, 25 mmol), dissolved in MeOH (75 ml) is treated with phenacyl bromide (4.97 g, 25 mmol) and then with NaHCO3 (2.5 g, 30 mmol) and stirred at RT for 16 h with exclusion of light. Precipitated crystallizate is filtered off with suction and washed with MeOH. 3.3 g (45%) of product are obtained after drying.

Workup

  1. customPrecipitated crystallizate
  2. filtrationis filtered off with suction
  3. washwashed with MeOH

Sources & evidence

ORD record
ord-167cdb810d4643828079ad93d4a1c4ef
Source dataset
uspto-grants-2005_08
Patent number
US06936632B2

Reaction notes

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