Triethylamine → HCID 21513427, compound

HRID 1576053Notes

Reaction equation

HRID 1576053 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:28]=[C:29]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:30]=1[OH:31])[C:8]([O:10][C:11]1[C:19]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][C:12]=1[C:24]([CH3:27])([CH3:26])[CH3:25])=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH2:36]([NH2:54])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:36]([NH:54][C:15](=[O:16])[C:14]1[CH:18]=[C:19]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:11]([O:10][C:8](=[O:9])[C:7]2[CH:6]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:30]([OH:31])=[C:29]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH:28]=2)=[C:12]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:13]=1)[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15793OctadecylamineHCID 22764883HCID 22764883, compound

Product 1

HCID 21513427HCID 21513427, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.10 grams of 4-(3,5-di-tert.butyl-4-hydroxybenzoyloxy)-3,5-di-tert-butylbenzoyl chloride 5.4 grams of n-octadecylamine and 2.0 grams of triethylamine were heated together in about 100 ml of toluene for about 5 hours at 90° to 98°C. The precipitated triethylamine hydrochloride was filtered. The filtrate was washed with water and dried over anhydrous sodium sulfate. The dried toluene solution was concentrated to remove toluene under reduced pressure yielding 14.5 grams of the product. The product was crystallized twice from acetonitrile and melted at 139° to 140°C.

Workup

  1. filtrationThe precipitated triethylamine hydrochloride was filtered
  2. washThe filtrate was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe dried toluene solution was concentrated
  5. customto remove toluene under reduced pressure

Sources & evidence

ORD record
ord-d515feba61844dac96042ae82d30cd69
Source dataset
uspto-grants-1976_09
Patent number
US03979360

Reaction notes

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