Gamma-Butyrolactone → HCID 11480972, compound

HRID 1578906Notes

Reaction equation

HRID 1578906 reaction equation
[CH2:1]1[CH2:6][O:5][C:3](=[O:4])[CH2:2]1.[CH2:7]([NH2:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH2:7]([NH:14][C:3](=[O:4])[CH2:2][CH2:1][CH2:6][OH:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 7504Benzylamine

Product 1

HCID 11480972HCID 11480972, compoundYield 42%

Procedure

The preparation of subject compounds is known from the literature. For example, Spath, E., et al. Ber 69B, 2727-31 (1936) CA 31, 22728 react γ-hydroxybutyric acid lactone with benzyl amine at a temperature of 215°-220°C. to obtain as the reaction product, N-benzyl-γ-hydroxybutyramide in 42% yield. It is further known from the literature (Reppe, W. CA 50, 16786 ie) that when 214 g. benzyl amine (b.p. 187°C.) are reacted with 172 g. γ-butyrolactone (b.p. 204°C.) for 8 hours, there is obtained only 184 g. of reaction product amounting to a yield of 47.6% of the theoretical. After recrystallization of this latter reaction product from ethylacetate, the compound recovered has a melting point of 70°-72°C.

Workup

  1. customThe preparation of subject compounds

Sources & evidence

ORD record
ord-f8107511295f482ba4bbb3329474ea3b
Source dataset
uspto-grants-1976_02
Patent number
US03940258

Reaction notes

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