Phenol, 4-[(dimethylamino)methyl]-2,6-dimethyl- → 4-(4-Acetylpiperazin-1-ylmethyl)-2,6-dimethylphenol

HRID 1074423Notes

Reaction equation

HRID 1074423 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][N:9]([CH3:11])[CH3:10])[CH:5]=[C:4]([CH3:12])[C:3]=1[OH:13].[C:14]([N:17]1[CH2:22]CNC[CH2:18]1)(=[O:16])[CH3:15]>C1(C)C(C)=CC=CC=1>[C:14]([N:17]1[CH2:22][CH2:11][N:9]([CH2:8][C:6]2[CH:7]=[C:2]([CH3:1])[C:3]([OH:13])=[C:4]([CH3:12])[CH:5]=2)[CH2:10][CH2:18]1)(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 39355Phenol, 4-[(dimethylamino)methyl]-2,6-dimethyl-HCID 837951-Acetylpiperazine

Product 1

HCID 155764374-(4-Acetylpiperazin-1-ylmethyl)-2,6-dimethylphenol

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 35.8 g=0.2 mole of 2,6-dimethyl-4-(N,N-dimethylaminomethyl)-phenol and 25.6 g=0.2 mole of acetylpiperazine in 100 ml of xylene is boiled under reflux for 5 hours, in the course of which nitrogen is passed through the solution. After cooling, the precipitate is filtered off, washed with ethyl acetate and dried over phosphorus pentoxide in vacuo. This gives 46.1 g (88% of theory), melting point: 150°-151° C.

Workup

  1. temperatureunder reflux for 5 hours, in the course of which nitrogen
  2. temperatureAfter cooling
  3. filtrationthe precipitate is filtered off
  4. washwashed with ethyl acetate
  5. dry with materialdried over phosphorus pentoxide in vacuo

Sources & evidence

ORD record
ord-ffd121e7fdba4c709944d854005a2991
Source dataset
uspto-grants-1983_07
Patent number
US04391805

Reaction notes

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