Hydrochloric Acid → 1,1,1Trifluoro-2-octyl 4-(2-fluoro-4-decyloxyphenyloxycarbonyl)biphenyl-4'-carboxylate

HRID 247792

反応式

HRID 247792 の反応式
[C:1]1([C:10]2[CH:15]=[CH:14][C:13]([C:16](Cl)=[O:17])=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4]([C:7](Cl)=[O:8])=[CH:3][CH:2]=1.[F:19][C:20]([F:30])([F:29])[C@H:21]([OH:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].CN(C1C=CC=CN=1)C.[F:40][C:41]1[CH:46]=[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[CH:44]=[CH:43][C:42]=1[OH:58].Cl>C(N(CC)CC)C.C(Cl)Cl>[F:40][C:41]1[CH:46]=[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[CH:44]=[CH:43][C:42]=1[O:58][C:16]([C:13]1[CH:12]=[CH:11][C:10]([C:1]2[CH:6]=[CH:5][C:4]([C:7]([O:28][CH:21]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:20]([F:29])([F:30])[F:19])=[O:8])=[CH:3][CH:2]=2)=[CH:15][CH:14]=1)=[O:17]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 218852-DimethylaminopyridineHCID 75374[1,1'-Biphenyl]-4,4'-dicarbonyl dichlorideHCID 2779099(R)-(+)-1,1,1-Trifluoro-2-octanolHCID 190138942-Fluoro-4-decyloxyphenol

生成物 1

HCID 190139091,1,1Trifluoro-2-octyl 4-(2-fluoro-4-decyloxyphenyloxycarbonyl)biphenyl-4'-carboxylate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒2 回

実験手順

Into methylene chloride (20 ml) were added 4,4'-biphenyldicarboxylic acid chloride (0.5 g), (R)-(+)-1,1,1-trifluoro-2-octanol (0.15 g), triethylamine (0.09 g) and dimethylaminopyridine (0.03 g) and the mixture was left to stand for 8 hours in order to allow a reaction to proceed. Thereto were added 2-fluoro-4-decyloxyphenol (0.22 g) and triethylamine (0.09 g), and the mixture was left to stand for 8 hours in order to allow a reaction to proceed. The product was made acidic with 1N hydrochloric acid and extracted with methylene chloride. The extracted layer was washed with 1N aqueous sodium carbonate solution, water, aqueous sodium chloride solution (saturated) and water, in this order, until it was neutralized. After the product was dried over anhydrous magnesium sulfate, it was distilled under reduced pressure to remove the solvent. A solid product thus obtained was purified by silica-gel column chromatography until the titled compound (0.48 g) was obtained.

後処理

  1. waitthe mixture was left
  2. customa reaction
  3. waitthe mixture was left
  4. waitto stand for 8 hours in order
  5. customa reaction
  6. extractionextracted with methylene chloride
  7. washThe extracted layer was washed with 1N aqueous sodium carbonate solution, water, aqueous sodium chloride solution (saturated) and water, in this order, until it
  8. dry with materialAfter the product was dried over anhydrous magnesium sulfate, it
  9. distillationwas distilled under reduced pressure
  10. customto remove the solvent
  11. customA solid product thus obtained
  12. customwas purified by silica-gel column chromatography until the titled compound (0.48 g)
  13. customwas obtained

出典と根拠

ORDレコード
ord-0a71e7ba947049b6858dbe02c9b3e5ac
出典データセット
uspto-grants-1993_05
特許番号
US05207947

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