Gamma-Butyrolactone → 1-(1-Hydroxy-2-methylpropan-2-yl)pyrrolidin-2-one

HRID 434477Notes

Reaction equation

HRID 434477 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[C:7]1(=O)[O:11][CH2:10][CH2:9][CH2:8]1>>[CH3:5][C:2]([N:1]1[CH2:7][CH2:8][CH2:9][C:10]1=[O:11])([CH3:6])[CH2:3][OH:4]

Participants

3

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 118072-Amino-2-methyl-1-propanol

Product 1

HCID 123511401-(1-Hydroxy-2-methylpropan-2-yl)pyrrolidin-2-oneYield 59%

Procedure

In a procedure similar to that of Example 1, 2-amino-2-methylpropanol was reacted with γ-butyrolactone resulting in a 59% yield of N-(1,1-dimethyl-2-hydroxyethyl)-2-pyrrolidinone, b.p. 175°/21 torr, after two cycles. The material melted at 56°-58° with 13CNMR peaks shifted 176.1, 69.7, 58.7, 46.3, 32.9, 23.2 and 18.2 ppm from TMS. The elemental analyses agreed with the theoretical values for the expected compound.

Sources & evidence

ORD record
ord-8094945eea944d6a9036b34256c5d156
Source dataset
uspto-grants-1983_08
Patent number
US04397750

Reaction notes

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