Gamma-Butyrolactone → HCID 19702824, compound

HRID 861299Notes

Reaction equation

[OH:1][CH:2]([CH2:17][NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:3][NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[C:31]1(=[O:36])[O:35][CH2:34][CH2:33][CH2:32]1>>[CH2:19]([N:18]([CH2:17][CH:2]([OH:1])[CH2:3][N:4]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:34](=[O:35])[CH2:33][CH2:32][CH2:31][OH:36])[C:31](=[O:36])[CH2:32][CH2:33][CH2:34][OH:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

Reactant 2

HCID 7302Gamma-Butyrolactone

HCID 19702820HCID 19702820, compound

Product 1

HCID 19702824HCID 19702824, compoundYield 50.1%

Conditions

Temperature: 160 °C

Procedure

A reactor was charged with 9.5 g (0.02 mole) of 15-hydroxy-13,17-diazanonacosan and 11.7 g (0.13 mole) of γ-butyrolactone, and the contents were heated to 160° C. and kept for 5 hours at this temperature, thereby reacting them. After completion of the reaction, the product was purified by column chromatography (on 500 g of silica gel, developing solvent: chloroform/methanol=97/3), thereby obtaining 6 g (yield: 45%) of the title compound as a viscous liquid.

Workup

customAfter completion of the reaction
customthe product was purified by column chromatography (on 500 g of silica gel, developing solvent: chloroform/methanol=97/3)

Sources & evidence

ORD record: ord-4696a6af72e8428193edfac05853cf53
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05714457

Reaction notes

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