Methyl 2,4-dibromobutanoate → 3-hydroxy-1-methylpyrrolidin-2-one

HRID 1074236Notes

Reaction equation

HRID 1074236 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH3:7])[C:3]1=[O:8].COC(=O)C(Br)CCBr.[CH3:18][NH:19][C:20](=[O:26])[CH:21]([Br:25])[CH2:22][CH2:23]Br>>[Br:25][CH:21]1[CH2:22][CH2:23][N:19]([CH3:18])[C:20]1=[O:26].[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH3:7])[C:3]1=[O:8]

Participants

5

Reactant 3

HCID 296716Methyl 2,4-dibromobutanoate2×HCID 103131183-hydroxy-1-methylpyrrolidin-2-oneHCID 150679832,4-Dibromo-N-methylbutanamide2×

Product 2

HCID 103131183-hydroxy-1-methylpyrrolidin-2-oneHCID 111829543-Bromo-1-methylpyrrolidin-2-one

Procedure

There is also provided by this invention a method for preparation of 3-hydroxy-N-methylpyrrolidone which comprises conversion of delta-butyrolactone to methyl-2,4-dibromobutyrate, conversion of the methyl-2,4-dibromobutyrate to N-methyl-2,4-dibromobutyramide, ring closure of the N-methyl-2,4-dibromobutyramide to form 3-bromo-N-methyl-2-pyrrolidone, and conversion of the 3-bromo-N-methyl-2-pyrrolidone to 3-hydroxy-N-methyl-2-pyrrolidone by reaction with alkali metal carbonate.

Workup

  1. customThere is also provided by this invention a method

Sources & evidence

ORD record
ord-3c65bb90c93a406f96f1a224c472a193
Source dataset
uspto-grants-1990_11
Patent number
US04973708

Reaction notes

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