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

HRID 1728523ノート

反応式

HRID 1728523 の反応式
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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

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##

後処理

  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

出典と根拠

ORDレコード
ord-1390450551ed46a9ad1943b31e2863f6
出典データセット
uspto-grants-1994_07
特許番号
US05328641

反応ノート

読み込み中…