1-[N(1-phenoxy-2-propyl)piperazino]-1-phenyl acetone → 1-[N(1-phenoxy-2-propyl)piperazino]-1-phenyl-2-propanol

HRID 1704736Notes

Reaction equation

HRID 1704736 reaction equation
[O:1]([CH2:8][CH:9]([N:11]1[CH2:16][CH2:15][N:14]([CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]([CH3:20])=[O:19])[CH2:13][CH2:12]1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[O:1]([CH2:8][CH:9]([N:11]1[CH2:12][CH2:13][N:14]([CH:17]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:18]([OH:19])[CH3:20])[CH2:15][CH2:16]1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 227586071-[N(1-phenoxy-2-propyl)piperazino]-1-phenyl acetone

Product 1

HCID 227586191-[N(1-phenoxy-2-propyl)piperazino]-1-phenyl-2-propanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1-[N(1-phenoxy-2-propyl)piperazino]-1-phenyl-acetone (1 mole) dissolved in methanol (1000 ml) is added BH4K (1 mole), portionwise at 0° C. Stirring is continued during 24 hours at room temperature. The methanol is removed in vacuo and the residue is taken up into ether and water. The ether phase is washed with water to neutral pH. The ether is evaporated off. The resulting white precipitate is taken up into ethanol to which is added an ethereal solution of hydrochloric acid. The white crystals obtained after recrystallization from ethanol melt at 237°-240° C.

Workup

  1. additionis added BH4K (1 mole)
  2. customportionwise at 0° C
  3. customThe methanol is removed in vacuo
  4. washThe ether phase is washed with water to neutral pH
  5. customThe ether is evaporated off
  6. additionis added an ethereal solution of hydrochloric acid
  7. customThe white crystals obtained
  8. customafter recrystallization from ethanol
  9. custommelt at 237°-240° C.

Sources & evidence

ORD record
ord-c53194e718c4481db8453660c5a548e0
Source dataset
uspto-grants-1978_11
Patent number
US04127661

Reaction notes

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