Sodium Carbonate → Ethyl 4-(3-methylbenzoyl)-1-piperidinecarboxylate

HRID 1248203Notes

Reaction equation

HRID 1248203 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([CH:10]2[CH2:15][CH2:14][N:13](C)[CH2:12][CH2:11]2)=[O:9])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:23](Cl)(=[O:27])[O:24][CH2:25][CH3:26]>CC1C=CC=CC=1C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[C:8]([CH:10]1[CH2:15][CH2:14][N:13]([C:23]([O:24][CH2:25][CH3:26])=[O:27])[CH2:12][CH2:11]1)=[O:9]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 12852040(3-Methylphenyl) (1-methyl-4-piperidinyl)methanone

Product 1

HCID 12852041Ethyl 4-(3-methylbenzoyl)-1-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To a stirred mixture of 35 parts of (3-methylphenyl) (1-methyl-4-piperidinyl)methanone, 1 part of sodium carbonate and 225 parts of dimethylbenzene are added dropwise 22 parts of ethyl carbonochloridate at 20° C. Upon completion, stirring is continued for 6 hours at reflux temperature. The reaction mixture is evaporated, yielding 12 parts of ethyl 4-(3-methylbenzoyl)-1-piperidinecarboxylate as an oily residue.

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-e532b091ee8b47d4be90497a7e89244a
Source dataset
uspto-grants-1985_06
Patent number
US04522945

Reaction notes

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