Hydrochloric Acid → HCID 20530803, compound

HRID 1833393Notes

Reaction equation

HRID 1833393 reaction equation
[OH:1][CH:2]([CH2:36][C:37]1[CH:42]=[C:41]([C:43]([CH3:46])([CH3:45])[CH3:44])[C:40]([OH:47])=[C:39]([C:48]([CH3:51])([CH3:50])[CH3:49])[CH:38]=1)[CH2:3][N:4]1[C:11](=[O:12])[C:10]([CH2:15][CH3:16])([CH2:13][CH3:14])[C:8](=[O:9])[N:7]([CH2:17][CH:18]([OH:35])[CH2:19][C:20]2[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:23]([OH:30])=[C:22]([C:31]([CH3:34])([CH3:33])[CH3:32])[CH:21]=2)[C:5]1=[O:6].[C:52](Cl)(=[O:70])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69].Cl>>[C:52]([O:35][CH:18]([CH2:19][C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:23]([OH:30])=[C:22]([C:31]([CH3:32])([CH3:33])[CH3:34])[CH:21]=1)[CH2:17][N:7]1[C:8](=[O:9])[C:10]([CH2:15][CH3:16])([CH2:13][CH3:14])[C:11](=[O:12])[N:4]([CH2:3][CH:2]([O:1][C:52](=[O:70])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69])[CH2:36][C:37]2[CH:42]=[C:41]([C:43]([CH3:46])([CH3:45])[CH3:44])[C:40]([OH:47])=[C:39]([C:48]([CH3:49])([CH3:50])[CH3:51])[CH:38]=2)[C:5]1=[O:6])(=[O:70])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8212Stearoyl chlorideHCID 20530785HCID 20530785, compound

Product 1

HCID 20530803HCID 20530803, compoundYield 53%

Procedure

7.0 g (0.01 mol) of 1,3-bis-[2-hydroxy-3-(3,5-di-tert.-butyl-4-hydroxyphenyl)-propyl]-5,5-diethylbarbiturate and 6 g (0.02 mol) of stearic acid chloride in 50 ml of ligroin are brought to the reflux temperature and the resulting clear solution is kept at this temperature until the evolution of hydrochloric acid has ceased. After evaporating the solvent in vacuo, a syrupy residue is obtained which when chromatographed on a silica gel column gives 6.5 g (53% of theory) of 1,3-bis-[2-stearoyloxy-3-(3,5-di-tert.-butyl-4-hydroxyphenyl)-propyl]-5,5-diethylbarbiturate as an almost colourless oil.

Workup

  1. customAfter evaporating the solvent in vacuo
  2. customa syrupy residue is obtained which when
  3. customchromatographed on a silica gel column

Sources & evidence

ORD record
ord-fe385c8c5c174fb3995e36dc37229073
Source dataset
uspto-grants-1978_01
Patent number
US04066616

Reaction notes

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