Octabenzone → 2(Benzotriazol2yl)4tert-octyl-6-(2hydroxy-3-benzoyl-6-n-octyloxybenzyl)phenol

HRID 273901

반응식

HRID 273901 반응식
[Na].[OH:2][C:3]1[C:8]([CH2:9]N(CC)CC)=[CH:7][C:6]([C:15]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:16])=[CH:5][C:4]=1[N:23]1[N:27]=[C:26]2[CH:28]=[CH:29][CH:30]=[CH:31][C:25]2=[N:24]1.[OH:32][C:33]1[CH:46]=[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[CH:44]=[CH:43][C:34]=1[C:35]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:36].C[O-].[Na+]>CO>[N:24]1[N:23]([C:4]2[CH:5]=[C:6]([C:15]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:16])[CH3:17])[CH:7]=[C:8]([CH2:9][C:46]3[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])=[CH:44][CH:43]=[C:34]([C:35](=[O:36])[C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[C:33]=3[OH:32])[C:3]=2[OH:2])[N:27]=[C:26]2[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=12

참가 물질

6

반응물 4

HCID 15797OctabenzoneHCID 5360545Sodium2회HCID 10942334Sodium MethoxideHCID 152194142-(2-Hydroxy-3-diethylaminomethyl-5-tert-octylphenyl)-2H-benzotriazole

생성물 1

HCID 199172672(Benzotriazol2yl)4tert-octyl-6-(2hydroxy-3-benzoyl-6-n-octyloxybenzyl)phenol수율 62%

시약·촉매·용매 1

HCID 887Methanol용매4회

실험 절차

Methanol (50 ml) is placed into a 300 ml three-necked flask equipped with a stirrer, thermometer, condenser, Dean-Stark trap and nitrogen inlet. Sodium (0.3 g, 0.013 tool) is added to the methanol and the mixture stirred at room temperature till all the sodium is dissolved. Then, 2-(2-hydroxy-3-diethylaminomethyl-5-tert-octylphenyl)-2H-benzotriazole (10.2 g, 0.025 mol), 2-hydroxy-4-n-octyloxybenzophenone (8.2 g, 0.025 mol) and another 50 ml of methanol are added to the sodium methoxide solution. The reactants are heated at reflux till half the methanol is collected in the Dean-Stark trap. o-Xylene (50 ml) is added and the temperature is raised to the reflux temperature of o-xylene (143°-145° C.) and heating is continued for 24 hours. The mixture is then cooled and acetic acid is added to neutralize the sodium methoxide catalyst. The o-xylene solvent is then removed by vacuum distillation. The crude product obtained is recrystallized from heptane to afford the title compound in a yield of 10 g (62 % yield) as a white crystalline solid melting at 96°-100° C.

후처리

  1. customequipped with a stirrer
  2. dissolutionis dissolved
  3. temperatureThe reactants are heated
  4. customis collected in the Dean-Stark trap
  5. additiono-Xylene (50 ml) is added
  6. temperaturethe temperature is raised to the reflux temperature of o-xylene (143°-145° C.)
  7. temperatureheating
  8. temperatureThe mixture is then cooled
  9. additionacetic acid is added
  10. customThe o-xylene solvent is then removed by vacuum distillation
  11. customThe crude product obtained
  12. customis recrystallized from heptane

출처 및 근거

ORD 기록
ord-52a9089f190f47d9a63727d38ed86d8e
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387691

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