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

HRID 436942Notes

Reaction equation

HRID 436942 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 (2 g.) in ethanol. After 60 hours the solution was evaporated and the residue was evaporated and the residue dissolved in dilute hydrochloric acid and ether. Basification 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 25 g., 60%), m.p. 159° - 161°.

Workup

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

Sources & evidence

ORD record
ord-dca66422e497478faf6ec7f2f1bf388b
Source dataset
uspto-grants-1977_06
Patent number
US04028415

Reaction notes

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