Sodium borohydride → 4-Hydroxymethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one

HRID 569239

Reaction equation

HRID 569239 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH:13]([C:14](OC)=[O:15])[CH2:12][C:11](=[O:18])[N:10]2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+]>CO>[OH:15][CH2:14][CH:13]1[CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:11](=[O:18])[CH2:12]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13362002Methyl 2-(3-methoxyphenyl)-5-oxo-1-phenylpyrrolidin-3-carboxylate

Product 1

HCID 133620034-Hydroxymethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 26.7 gm. of methyl 2-(3-methoxyphenyl)-5-oxo-1-phenylpyrrolidin-3-carboxylate in 200 ml of absolute methanol was added slowly at 0°-10°24.8 gm. of sodium borohydride. The reaction was run and worked up following the procedure of example 1D. Drying (Na2SO4), filtration, and concentration in vacuo provided 17.2 gm. of colorless crystals, m.p. 123°-126°.

Workup

  1. customDrying
  2. filtration(Na2SO4), filtration, and concentration in vacuo
  3. customprovided 17.2 gm

Sources & evidence

ORD record
ord-6a2a36ed16bd455eb7939feac45d9ece
Source dataset
uspto-grants-1988_03
Patent number
US04731457

Linked notes

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