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1-Octanol → 2-(4-Decyloxyphenyl)-5-octyloxycarbonyl benzooxazole

HRID 5281
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HRID 5281 반응식
[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]3[CH:26]=[CH:25][C:24]([C:27]([OH:29])=[O:28])=[CH:23][C:21]=3[N:22]=2)=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:30](O)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].N1(C2C=CN=CC=2)CCCC1>ClCCl>[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]3[CH:26]=[CH:25][C:24]([C:27]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:28])=[CH:23][C:21]=3[N:22]=2)=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 9571-OctanolHCID 755674-PyrrolidinopyridineHCID 197954092-(4-Decyloxyphenyl)-5-carboxybenzooxazole

생성물 1

HCID 197954132-(4-Decyloxyphenyl)-5-octyloxycarbonyl benzooxazole수율 49.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a 30 ml round-bottom flask, 0.30 g (0.76 m mole) of 2-(4-decyloxyphenyl)-5-carboxybenzooxazole, 0.11 g (0,84 m mole) of octanol and 8 ml of dichloromethane were placed. To the mixture solution 0.16 g (0.78 m mole) of N,N'-dicyclohexycarbodiimide and 0.04 g of 4-pyrrolidinopyridine were added in order under stirring at room temperature, followed by stirring for 8 hours at room temperature to precipitate N,N'-dicyclohexylurea. The resultant N,N'-dicyclohexylurea was filtered off and the filtrate was dried under reduced pressure. The resultant was purified by silica gel column chromatography (eluent: toluene) and recrystallized twice from acetone to obtain 0.19 g of 2-(4-decyloxyphenyl)-5-octyloxycarbonyl benzooxazole (Yield: 49.3%). ##STR89##

후처리

  1. stirringby stirring for 8 hours at room temperature
  2. customto precipitate N,N'-dicyclohexylurea
  3. filtrationThe resultant N,N'-dicyclohexylurea was filtered off
  4. customthe filtrate was dried under reduced pressure
  5. customThe resultant was purified by silica gel column chromatography (eluent: toluene)
  6. customrecrystallized twice from acetone

출처 및 근거

ORD 기록
ord-2a52736b43a444e09a503ac093ca58e8
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05244596

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