Sodium borohydride → HCID 19978935, compound

HRID 1461671Notes

Reaction equation

HRID 1461671 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-2369d410b754475eb0ea946c747db680
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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