Water → 1-Benzyl-3-methyl-5-(2-oxo-2-phenylethyl)piperidin-4-one

HRID 1730503Notes

Reaction equation

HRID 1730503 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11](N2CCCC2)[CH:10]([CH3:19])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:20](Br)[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22].[OH2:30]>C1C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH:12]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:22])[C:11](=[O:30])[CH:10]([CH3:19])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6259Phenacyl bromideHCID 21498285HCID 21498285, compound

Product 1

HCID 214982881-Benzyl-3-methyl-5-(2-oxo-2-phenylethyl)piperidin-4-one

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred, cooled solution of 1-benzyl-1,2,3,6-tetrahydro-3-methyl-4-pyrrolidinopyridine (14 g) in dry benzene (50 ml) was added dropwise, in an atmosphere of nitrogen, a solution of phenacyl bromide (10 g) in dry benzene (50 ml). The resulting solution was stirred at room temperature, under nitrogen for 40 hours. Water (100 ml) was added and stirring continued for 1 hour. The organic layer was collected, dried over magnesium sulphate and evaporated to give 17.3 g of the crude product as a red oil.

Workup

  1. additionwas added dropwise, in an atmosphere of nitrogen
  2. stirringstirring
  3. waitcontinued for 1 hour
  4. customThe organic layer was collected
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-eb692fdaee6f499ea6de99c0a14af98d
Source dataset
uspto-grants-1976_11
Patent number
US03992544

Reaction notes

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