Gamma-Butyrolactone → HCID 14997826, compound

HRID 477430

Reaction equation

HRID 477430 reaction equation
[CH2:1]([NH2:17])[CH2:2][CH2:3][CH2:4][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:18]1(=[O:23])[O:22][CH2:21][CH2:20][CH2:19]1>[Cl-].[Zn+2].[Cl-].C1(C)C=CC=CC=1>[CH2:1]([NH:17][C:21](=[O:22])[CH2:20][CH2:19][CH2:18][OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 8926Hexadecylamine

Product 1

HCID 14997826HCID 14997826, compoundYield 797.2%

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 59.45 g of hexadecylamine, 10.60 g of gamma butyrolactone, 200 ml of toluene, and 20 mg of zinc chloride was refluxed under nitrogen for three days. Upon cooling, the reaction mixture formed a precipitate which was recrystallized twice from toluene to yield 321.5 g (78.12%) of N-hexadecyl-4-hydroxybutyramide, m.p. 89.5°-90°

Workup

  1. temperaturewas refluxed under nitrogen for three days
  2. temperatureUpon cooling
  3. customthe reaction mixture formed a precipitate which
  4. customwas recrystallized twice from toluene

Sources & evidence

ORD record
ord-ace47e70aa9a437aa3253784f3fa093f
Source dataset
uspto-grants-1989_12
Patent number
US04888328

Linked notes

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