Benzene → HCID 54211288, compound

HRID 1659902Notes

Reaction equation

HRID 1659902 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][C:18]([O:20][CH2:21][C:22]([NH2:25])([CH3:24])[CH3:23])=[O:19])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].C1C=CC=CC=1.[C:32](Cl)(=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49]>C(N(CC)CC)C>[C:12]([C:9]1[CH:8]=[C:7]([CH2:16][CH2:17][C:18]([O:20][CH2:21][C:22]([NH:25][C:32](=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])([CH3:24])[CH3:23])=[O:19])[CH:6]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:10]=1[OH:11])([CH3:14])([CH3:15])[CH3:13]

Participants

5

Reactant 3

HCID 241BenzeneHCID 8212Stearoyl chlorideHCID 11393961HCID 11393961, compound

Product 1

HCID 54211288HCID 54211288, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a 500 ml, three-neck, round-bottom flask equipped with a thermometer, stirrer and dropping funnel were placed 26 g (0.75 mole) of 2-amino-2-methylpropyl 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 200 ml of benzene and 8.2 g of triethylamine. To this stirred mixture was added 22.5 g (0.075 mole) of stearoyl chloride, and the mixture stirred for 4 hours. The triethylamine hydrochloride was removed by filtration and the solvent was stripped off. The residue was dissolved in hot hexane. After crystallization, filtration and drying, the title compound melted at 46°-48° C.

Workup

  1. customIn a 500 ml, three-neck, round-bottom flask equipped with a thermometer, stirrer
  2. customThe triethylamine hydrochloride was removed by filtration
  3. dissolutionThe residue was dissolved in hot hexane
  4. customAfter crystallization, filtration
  5. customdrying

Sources & evidence

ORD record
ord-e3bbe1c5b54a4312908cb5b729556655
Source dataset
uspto-grants-1981_12
Patent number
US04305868

Reaction notes

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