Benzoate → 3-Fluoro-4-(1,1,1-trifluoro-2-octyloxycarbonyl)phenyl 4-octyloxybiphenyl-4'-carboxylate

HRID 1728523노트

반응식

HRID 1728523 반응식
C([O-])(=O)C1C=CC=CC=1.[F:10][C:11]1[CH:30]=[C:29]([OH:31])[CH:28]=[CH:27][C:12]=1[C:13]([O:15][CH:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:17]([F:20])([F:19])[F:18])=[O:14].CN(C1C=CC=CN=1)C.[CH2:41]([O:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][C:59]([C:62](Cl)=[O:63])=[CH:58][CH:57]=2)=[CH:52][CH:51]=1)[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48]>C(Cl)Cl.O.C(N(CC)CC)C>[CH2:41]([O:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][C:59]([C:62]([O:31][C:29]3[CH:28]=[CH:27][C:12]([C:13]([O:15][CH:16]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:17]([F:19])([F:20])[F:18])=[O:14])=[C:11]([F:10])[CH:30]=3)=[O:63])=[CH:58][CH:57]=2)=[CH:52][CH:51]=1)[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48]

참가 물질

8

반응물 4

HCID 242BenzoateHCID 218852-DimethylaminopyridineHCID 110784734-(4-Octyloxyphenyl)benzoyl chlorideHCID 199208191,1,1-Trifluorooctan-2-YL 2-fluoro-4-hydroxybenzoate

생성물 1

HCID 537499373-Fluoro-4-(1,1,1-trifluoro-2-octyloxycarbonyl)phenyl 4-octyloxybiphenyl-4'-carboxylate

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

To a solution of the benzoate (1.6 g) obtained in (1) above, triethylamine (0.5 g) and dimethylaminopyridine (0.5 g) in methylene chloride (10 ml) was slowly added under cooling a solution of 4-n-octyloxybiphenyl-4'-carboxylic acid chloride (1.7 g) in methylene chloride (10 ml). The mixture was left to stand until it reached room temperature and stirred overnight. The mixture was poured in water and extracted with methylene chloride. The extracted layer was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water, in this order, and dehydrated over anhydrous magnesium sulfate. After the solution was distilled under reduced pressure to remove the solvent, the residue was purified by silica-gel column chromatography and recrystallized from anhydrous ethanol to obtain the titled compound (0.8 g, [α]D20 =+25.6°). ##STR62##

후처리

  1. waitThe mixture was left
  2. customreached room temperature
  3. extractionextracted with methylene chloride
  4. washThe extracted layer was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water, in this order
  5. distillationAfter the solution was distilled under reduced pressure
  6. customto remove the solvent
  7. customthe residue was purified by silica-gel column chromatography
  8. customrecrystallized from anhydrous ethanol

출처 및 근거

ORD 기록
ord-1390450551ed46a9ad1943b31e2863f6
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328641

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