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

HRID 1763970Notes

Reaction equation

HRID 1763970 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 (500mg) 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 (330mg, 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-d9a2d84d204f43eaacca8a5224120849
Source dataset
uspto-grants-1978_09
Patent number
US04113972

Reaction notes

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