Dioctylamine → HCID 21513424, compound

HRID 1576054Notes

Reaction equation

HRID 1576054 reaction equation
[CH2:1]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(N(CC)CC)C.[C:25]([C:29]1[CH:30]=[C:31]([CH:52]=[C:53]([C:56]([CH3:59])([CH3:58])[CH3:57])[C:54]=1[OH:55])[C:32]([O:34][C:35]1[C:43]([C:44]([CH3:47])([CH3:46])[CH3:45])=[CH:42][C:38]([C:39](Cl)=[O:40])=[CH:37][C:36]=1[C:48]([CH3:51])([CH3:50])[CH3:49])=[O:33])([CH3:28])([CH3:27])[CH3:26]>C1(C)C=CC=CC=1>[CH2:10]([N:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:39](=[O:40])[C:38]1[CH:42]=[C:43]([C:44]([CH3:45])([CH3:47])[CH3:46])[C:35]([O:34][C:32](=[O:33])[C:31]2[CH:52]=[C:53]([C:56]([CH3:57])([CH3:59])[CH3:58])[C:54]([OH:55])=[C:29]([C:25]([CH3:27])([CH3:28])[CH3:26])[CH:30]=2)=[C:36]([C:48]([CH3:51])([CH3:49])[CH3:50])[CH:37]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 3094DioctylamineHCID 8471TriethylamineHCID 22764883HCID 22764883, compound

Product 1

HCID 21513424HCID 21513424, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To 4.83 grams of di-n-octylamine and 2.0 grams of triethylamine dissolved in 40 ml of toluene was added dropwise at 35° to 40° over a period of 10 minutes 10.0 grams of 4-(3,5-di-tert-butyl-4-hydroxybenzoyloxy)-3,5-di-tert-butyl-benzoyl chloride dissolved in 30 ml of toluene. The reaction mixture was stirred at 85° to 90°C for 2 hours. After cooling to room temperature, the reaction mixture was filtered to remove the precipitated triethylamine hydrochloride. The filtrate was washed with water and dried over anhydrous sodium sulfate. After removal of the toluene by distillation, the product was isolated as white crystals (m.p. 145°-146°) by successive crystallization from acetonitrile and isopropanol.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customto remove the precipitated triethylamine hydrochloride
  3. washThe filtrate was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter removal of the toluene
  6. distillationby distillation

Sources & evidence

ORD record
ord-d600c61199c1437ea7c582015cf45a33
Source dataset
uspto-grants-1976_09
Patent number
US03979360

Reaction notes

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