Ammonium Hydroxide → 1-Pyrrolidineacetamide, 3-hydroxy-2-oxo-, (+-)-
Reaction equation
[OH-].[NH4+].C[Si](C)(C)[O:5][CH:6]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]([NH2:14])=[O:13])[C:7]1=[O:15]>>[OH:5][CH:6]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]([NH2:14])=[O:13])[C:7]1=[O:15]Participants
3
Procedure
Ethyl (R/S)-2-(3-trimethylsilyloxy-2-oxo-1-pyrrolidinyl)acetate is obtained analogously to the process in accordance with paragraph (a) of Example 1. After treatment with 25% ammonium hydroxide solution and acidic hydrolysis of the (R/S)-2-(3-trimethylsilyloxy-2-oxo-1-pyrrolidinyl)acetamide, there is obtained crude (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide. After chromatography on silica gel (granular size 0.2-0.5 mm) and elution with acetonitrile/methanol (1:1), (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide in about 80-90% purity can be detected.
Sources & evidence
- ORD record
- ord-6d00d9c1446b4c208fa36a0085cc011e
- Source dataset
- uspto-grants-1987_03
- Patent number
- US04650878
Reaction notes
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