Stearyl Alcohol → Octadecyl DI-tert-butyl-4-hydroxyhydrocinnamate

HRID 1596805Notes

Reaction equation

HRID 1596805 reaction equation
[CH2:1]([OH:19])[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][CH2:16][CH2:17][CH3:18].[C:20]([C:24]1[CH:25]=[C:26]([CH:33]=[C:34]([C:37]([CH3:40])([CH3:39])[CH3:38])[C:35]=1[OH:36])[CH2:27][CH2:28][C:29](OC)=[O:30])([CH3:23])([CH3:22])[CH3:21]>>[C:37]([C:34]1[CH:33]=[C:26]([CH:25]=[C:24]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:35]=1[OH:36])[CH2:27][CH2:28][C:29]([O:19][CH2:1][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][CH2:16][CH2:17][CH3:18])=[O:30])([CH3:39])([CH3:40])[CH3:38]

Participants

3

Reactant 2

HCID 8221Stearyl Alcohol2×HCID 62603Methyl di-t-butyl hydroxyhydrocinnamate2×

Product 1

HCID 16386Octadecyl DI-tert-butyl-4-hydroxyhydrocinnamate

Procedure

The general procedure of Example 1 is repeated, but using 337.0 g (1.246 mole) of octadecyl alcohol and 391.9 g (1.340 mole) of methyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate and a reflux temperature of between 189 and 201° C. After 2.5 hours, analysis of the contents of the reaction flask using Gas shows a mixture of 32.1 wt % of the title compound, 32.0 wt % of methyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate and 29.6 wt % octadecyl alcohol.

Workup

  1. customa reflux temperature of between 189 and 201° C

Sources & evidence

ORD record
ord-6d98d37f01cc46018d66baa2a4759469
Source dataset
uspto-grants-2001_09
Patent number
US06291703B1

Reaction notes

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