N-Methylethylamine → 3-(N-methyl-N-ethylamino)-1,1-diphenyl-propan-2-ol

HRID 1763967Notes

Reaction equation

HRID 1763967 reaction equation
[CH3:1][NH:2][CH2:3][CH3:4].[C:5]1([CH:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:12]([OH:15])[CH2:13]Br)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(O)C>[CH3:1][N:2]([CH2:13][CH:12]([OH:15])[CH:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 12219N-MethylethylamineHCID 125490671,1-Diphenyl-3-bromopropan-2-ol

Product 1

HCID 125490683-(N-methyl-N-ethylamino)-1,1-diphenyl-propan-2-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Excess N methyl-N-ethylamine was added to a solution of 1,1-diphenyl-3-bromo-propan-2-ol (2g) in ethanol. After 60 hours the solution was evaporated and the residue dissolved in dilute hydrochloric acid and ether. Basificiation of the acid extract and subsequent isolation through ether in the usual manner gave 3-(N-methyl-N- ethylamino)-1,1-diphenyl-propan-2-ol isolated as the hydrochloride (1 25g, 60%), m.p. 159°- 161°.

Workup

  1. customAfter 60 hours the solution was evaporated
  2. dissolutionthe residue dissolved in dilute hydrochloric acid
  3. extractionBasificiation of the acid extract

Sources & evidence

ORD record
ord-8d5aa6b214c342539f487f98738b3dce
Source dataset
uspto-grants-1978_09
Patent number
US04113972

Reaction notes

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