Tetrahydrofuran → 4-(Hydroxymethyl)-1-phenylpyrrolidin-2-one

HRID 732667Notes

Reaction equation

HRID 732667 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.C1COCC1.[O:18]=[C:19]1[N:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:22][CH:21]([C:30](O)=[O:31])[CH2:20]1.[BH4-].[Na+]>O>[OH:31][CH2:30][CH:21]1[CH2:22][N:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:19](=[O:18])[CH2:20]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 27371075-Oxo-1-phenylpyrrolidine-3-carboxylic acidHCID 4311764Sodium borohydride

Product 1

HCID 100127634-(Hydroxymethyl)-1-phenylpyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,1′-Carbonylbisimidazole was added to a THF solution of 5-oxo-1-phenylpyrrolidine-3-carboxylic acid and stirred at room temperature for 1.5Hours. Successively sodium borohydride and 2.0 ml of water were added thereto and stirred at room temperature for 1Hour. Thereafter, its work-up and purification were carried out in the standard method to obtain 4-(hydroxymethyl)-1-phenylpyrrolidin-2-one. EP: 192.

Workup

  1. stirringstirred at room temperature for 1Hour
  2. customThereafter, its work-up and purification

Sources & evidence

ORD record
ord-485876b4307e437ebc8428f659494de1
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Reaction notes

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