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

HRID 5281

反応式

HRID 5281 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 197954132-(4-Decyloxyphenyl)-5-octyloxycarbonyl benzooxazole収率 49.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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##

後処理

  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

出典と根拠

ORDレコード
ord-2a52736b43a444e09a503ac093ca58e8
出典データセット
uspto-grants-1993_09
特許番号
US05244596

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