Dimethylamine → 3-Dimethylamino-1,1-diphenyl-propan-2-ol

HRID 436945Notes

Reaction equation

HRID 436945 reaction equation
[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]([OH:11])[CH2:9]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][NH:19][CH3:20]>C(O)C>[CH3:18][N:19]([CH3:20])[CH2:9][CH:8]([OH:11])[CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 125490671,1-Diphenyl-3-bromopropan-2-ol

Product 1

HCID 125491223-Dimethylamino-1,1-diphenyl-propan-2-olYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,1-Diphenyl-3-bromopropan-2-ol (500 mg.) prepared as described in Example 20 was treated with excess dimethylamine in ethanol and the solution allowed to stand overnight. Solvent was removed by evaporation and the residue dissolved in dilute hydrochloric acid and ether. Basification of the acid extract and isolation through ether in the usual manner gave 3-dimethylamino-1,1-diphenyl-propan-2-ol (330 mg., 75%), m.p. 72° - 73°.

Workup

  1. customSolvent was removed by evaporation
  2. dissolutionthe residue dissolved in dilute hydrochloric acid
  3. extractionBasification of the acid extract

Sources & evidence

ORD record
ord-1dfed4f348254ebc9e20da6f22ffbfc0
Source dataset
uspto-grants-1977_06
Patent number
US04028415

Reaction notes

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