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

HRID 866946Notes

Reaction equation

HRID 866946 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-53b55bb22b004e56be03f533f7f4fbff
Source dataset
uspto-grants-1978_07
Patent number
US04101676

Reaction notes

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