Triethylamine → HCID 54133536, compound

HRID 1659907

Reaction equation

HRID 1659907 reaction equation
[CH3:1][C:2]([CH3:26])([CH2:24][OH:25])[CH2:3][NH:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].C(N([CH2:32][CH3:33])CC)C.C([C:38]1[CH:39]=[C:40]([CH2:49][CH2:50][C:51](Cl)=[O:52])C=[C:42]([C:45]([CH3:48])(C)C)[C:43]=1O)(C)(C)C>C1(C)C=CC=CC=1>[C:51]([O:25][CH2:24][C:2]([CH3:1])([CH3:26])[CH2:3][NH:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])(=[O:52])[CH2:50][CH2:49][CH2:40][CH2:39][CH2:38][CH2:43][CH2:42][CH2:45][CH2:48][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 156069683-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionyl chlorideHCID 20558495N-(2,2-dimethyl-3-hydroxypropyl) stearamide

Product 1

HCID 54133536HCID 54133536, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a 1-liter three-neck, round-bottom flask equipped with a thermometer, stirrer, dropping funnel and condenser were placed 36.9 g of N-(2,2-dimethyl-3-hydroxypropyl)-stearamide, 25 ml of triethylamine and 250 ml of toluene. To this stirred mixture was added 29.6 g of 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl chloride. The mixture was filtered, stripped, and the residue was dissolved in hot methanol. The 2,2-dimethyl-3-stearamidopropyl stearate, melting at 60°-62° C. was isolated. The methanol solution was stripped, and the residue was dissolved in acetonitrile. The title compound was isolated; it melted at 44° C.

Workup

  1. customIn a 1-liter three-neck, round-bottom flask equipped with a thermometer, stirrer
  2. filtrationThe mixture was filtered
  3. dissolutionthe residue was dissolved in hot methanol

Sources & evidence

ORD record
ord-8896189d39164f0b824b07233f27599b
Source dataset
uspto-grants-1981_12
Patent number
US04305868

Linked notes

Loading…