Acetyl chloride → HCID 12542610, compound

HRID 1733319Notes

Reaction equation

HRID 1733319 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:25])(=[O:24])[CH3:23]>CCOCC>[ClH:25].[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:24])[CH3:23]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 12542600HCID 12542600, compound

Product 1

HCID 12542610HCID 12542610, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.41 g of 1-methyl-4-(α-phenyl-2-tolyl)-4-piperidinol, Example 1, is treated with 4.0 ml of acetyl chloride with cooling and stirring. The resulting suspension is stirred at ambient temperature under nitrogen for one hour and then permitted to stand for 94 hours. The mixture is diluted with 10 ml of ether and filtered. The filter cake is washed with ether and then recrystallized from absolute ethanol to give colorless crystals, mp 205°-206° C. of 4-acetoxy-1-methyl-4-(α-phenyl-2-tolyl)piperidine hydrochloride.

Workup

  1. temperaturewith cooling
  2. stirringThe resulting suspension is stirred at ambient temperature under nitrogen for one hour
  3. filtrationfiltered
  4. washThe filter cake is washed with ether
  5. customrecrystallized from absolute ethanol

Sources & evidence

ORD record
ord-c63c7bf226ef4397af10586cec7b1eb1
Source dataset
uspto-grants-1980_12
Patent number
US04241071

Reaction notes

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