Toluene → N-[3-(3,5-di-t-butyl-4-hydroxyphenyl)propanamido]-2-hexadecylsuccinimide

HRID 2372862노트

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HRID 2372862 반응식
[CH2:1]([CH:17]1[CH2:22][C:21](=[O:23])[O:20][C:18]1=O)[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][CH3:16].[C:24]([C:28]1[CH:29]=[C:30]([CH2:39][CH2:40][C:41]([NH:43][NH2:44])=[O:42])[CH:31]=[C:32]([C:35]([CH3:38])([CH3:37])[CH3:36])[C:33]=1[OH:34])([CH3:27])([CH3:26])[CH3:25].C1(C)C=CC=CC=1>O>[C:35]([C:32]1[CH:31]=[C:30]([CH2:39][CH2:40][C:41]([NH:43][N:44]2[C:21](=[O:23])[CH2:22][CH:17]([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][CH3:16])[C:18]2=[O:20])=[O:42])[CH:29]=[C:28]([C:24]([CH3:25])([CH3:26])[CH3:27])[C:33]=1[OH:34])([CH3:36])([CH3:37])[CH3:38]

참가 물질

5

반응물 3

HCID 1140TolueneHCID 648653,5-Di-tert-butyl-4-hydroxyhydrocinnamic acid hydrazideHCID 778682,5-Furandione, 3-hexadecyldihydro-

생성물 1

HCID 15044324N-[3-(3,5-di-t-butyl-4-hydroxyphenyl)propanamido]-2-hexadecylsuccinimide수율 101.4%

시약·촉매·용매 1

HCID 962Water용매

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온도
130 °C

실험 절차

2-Hexadecylsuccinic anhydride (10.5 g, 31.3 mmol), 3-(3,5-di-t-butyl-4-hydroxyphenyl)propanoic acid hydrazide (9.2 g, 31.3 mmol) and 10 ml of toluene were combined and refluxed for one hour under a nitrogen atmosphere with the azeotropic removal of water. Solvent was then removed under vacuum as the mixture was warmed to about 130° C. After 20 minutes, the reaction mixture was cooled and the vacuum was removed. The resulting viscous yellow mass was further chilled in an acetone/dry ice bath causing the mass to harden for facile removal from the reaction vessel. About 19 g of a viscous yellow gum was obtained that solidified to a translucent white solid upon standing for several days at room temperature.

후처리

  1. customSolvent was then removed under vacuum as the mixture
  2. temperaturethe reaction mixture was cooled
  3. customthe vacuum was removed
  4. temperatureThe resulting viscous yellow mass was further chilled in an acetone/dry ice bath
  5. customto harden for facile removal from the reaction vessel

출처 및 근거

ORD 기록
ord-4eac371b2ac64d549de4de60855b10bc
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05100940

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