3-Pyrrolidinecarboxamide, 2,2,5,5-tetramethyl- → 2,2,5,5-Tetramethylpyrrolidine-3-carboxylic acid

HRID 1534176Notes

Reaction equation

HRID 1534176 reaction equation
[CH3:1][C:2]1([CH3:12])[CH:6]([C:7](N)=[O:8])[CH2:5][C:4]([CH3:11])([CH3:10])[NH:3]1.[OH-:13].[Ba+2].[OH-]>>[CH3:1][C:2]1([CH3:12])[CH:6]([C:7]([OH:13])=[O:8])[CH2:5][C:4]([CH3:11])([CH3:10])[NH:3]1

Participants

3

Reactant 2

HCID 697083-Pyrrolidinecarboxamide, 2,2,5,5-tetramethyl-HCID 6093286Barium hydroxide

Product 1

HCID 126109972,2,5,5-Tetramethylpyrrolidine-3-carboxylic acid

Procedure

2,2,5,5-tetramethyl pyrroline-3-carboxylic acid was prepared by the hydrolysis of 2,2,5,5-tetramethyl pyrroline-3-carboxamide (Frinton; recrystallized from benzene) with barium hydroxide. The acid was recrystallized from water to provide an off-white solid. The measured mp was 300 (dec.) in a sealed tube; the reported mp was 300 dec. (Pauly 1902; Rozantsev 1970).

Workup

  1. customThe acid was recrystallized from water
  2. customto provide an off-white solid

Sources & evidence

ORD record
ord-b0627d24c6a94da9be8b4645e18a4f2c
Source dataset
uspto-grants-1992_02
Patent number
US05087752

Reaction notes

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