Sodium borohydride → HCID 19978935, compound

HRID 1084648Notes

Reaction equation

HRID 1084648 reaction equation
[CH3:1][C:2]([N:10]1[CH2:15][CH2:14][C:13](=[O:16])[CH:12]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]1=[O:23])([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[BH4-].[Na+]>C(O)C>[CH3:9][C:2]([N:10]1[CH2:15][CH2:14][CH:13]([OH:16])[CH:12]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:11]1=[O:23])([CH3:1])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15754168HCID 15754168, compound

Product 1

HCID 19978935HCID 19978935, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.0 g (0.013 mol) of 1-(α,α-dimethylbenzyl)-2,4-dioxo-3-phenylpiperidine prepared by the method of Reference Example 18, was dissolved in 50 ml of ethanol, and 0.27 g (0.007 mol) of sodium- borohydride was added thereto at room temperature. The mixture was stirred at room temperature for 30 minutes, and then ethanol was distilled off under reduced pressure. Water was added to the residue, and precipitated crystals were collected by filtration. The crude product thereby obtained was recrystallized from ethanol to obtain 3.6 g (yield: 90.0%) of the desired compound.

Workup

  1. customat room temperature
  2. distillationethanol was distilled off under reduced pressure
  3. additionWater was added to the residue
  4. customprecipitated crystals
  5. filtrationwere collected by filtration
  6. customThe crude product thereby obtained
  7. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-71b1c166ef4643679c6bd1f63c62d1a8
Source dataset
uspto-grants-1991_04
Patent number
US05006157

Reaction notes

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