Benzoyl chloride → HCID 12804759, compound

HRID 1106047Notes

Reaction equation

HRID 1106047 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([OH:8])[CH2:4][CH2:3]1.[C:22]([Cl:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CCOCC>[ClH:30].[C:22]([O:8][C:5]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 12542600HCID 12542600, compound

Product 1

HCID 12804759HCID 12804759, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2.0 g of 1-methyl-4-(α-phenyl-2-tolyl)-4-piperidinol, Example 1, is treated with 10 ml of benzoyl chloride with stirring and cooling. The reaction solution is diluted with 20 ml of ether, stirred for two hours and the resulting precipitate collected by suction filtration. The filter cake is washed well with ether and dried in vacuo at 40° C. over sodium hydroxide pellets. The dried filter cake is recrystallized twice from a chloroform-ether mixture to give colorless crystals, mp 197°-198° C. of 4-benzoyloxy-1-methyl-4-(α-phenyl-2-tolyl)piperidine hydrochloride.

Workup

  1. temperaturecooling
  2. stirringstirred for two hours
  3. filtrationthe resulting precipitate collected by suction filtration
  4. washThe filter cake is washed well with ether
  5. dry with materialdried in vacuo at 40° C. over sodium hydroxide pellets
  6. filtrationThe dried filter cake
  7. customis recrystallized twice from a chloroform-ether mixture

Sources & evidence

ORD record
ord-6b09cb985b304b2ab9159232df113ea7
Source dataset
uspto-grants-1982_01
Patent number
US04311703

Reaction notes

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