Hydrochloric Acid → 1,1,1-Trifluoro-2-decyl 4-(4'-decylbiphenyl-4-oxycarbonyl)-2,3,5,6-tetrafluorobenzoate

HRID 247793ノート

反応式

HRID 247793 の反応式
[F:1][C:2]1[C:10]([F:11])=[C:9]([C:12](Cl)=[O:13])[C:8]([F:15])=[C:7]([F:16])[C:3]=1[C:4](Cl)=[O:5].[F:17][C:18]([F:30])([F:29])[C@H:19]([OH:28])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].CN(C1C=CC=CN=1)C.[CH2:40]([C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][C:59]([OH:62])=[CH:58][CH:57]=2)=[CH:52][CH:51]=1)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49].Cl>C(N(CC)CC)C.C(Cl)Cl>[CH2:40]([C:50]1[CH:51]=[CH:52][C:53]([C:56]2[CH:61]=[CH:60][C:59]([O:62][C:4]([C:3]3[C:7]([F:16])=[C:8]([F:15])[C:9]([C:12]([O:28][CH:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:18]([F:29])([F:30])[F:17])=[O:13])=[C:10]([F:11])[C:2]=3[F:1])=[O:5])=[CH:58][CH:57]=2)=[CH:54][CH:55]=1)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 218852-DimethylaminopyridineHCID 2779103(R)-1,1,1-Trifluorodecan-2-olHCID 132553402,3,5,6-Tetrafluorobenzene-1,4-dicarbonyl dichlorideHCID 150849074-(4-Decylphenyl)phenol

生成物 1

HCID 542192141,1,1-Trifluoro-2-decyl 4-(4'-decylbiphenyl-4-oxycarbonyl)-2,3,5,6-tetrafluorobenzoate収率 41%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒2 回

実験手順

To methylene chloride (20 ml) were added 2,3,5,6-tetrafluoroterephthalic acid chloride (0.27 g), (R)-(+)-1,1,1-trifluoro-2-decanol (0.1 g), triethylamine (0.05 g) and dimethylaminopyridine (0.02 g). After the mixture was left to stand for 8 hours in order to allow a reaction to proceed, 4-decyl-4'-hydroxybiphenyl (0.15 g) and triethylamine (0.05 g) were added thereto. The mixture was left for about 8 hours in order to allow a reaction to proceed, made acidic with 1N aqueous hydrochloric acid solution and extracted with methylene chloride. The extracted layer was washed with lN aqueous sodium carbonate solution, water, aqueous sodium chloride solution (saturated) and water, in this order, to make it neutral. The layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure in order to remove the solvent. The solid product obtained was purified by silica-gel column chromatography to obtain the titled compound (0.14 g).

後処理

  1. waitAfter the mixture was left
  2. customa reaction
  3. waitThe mixture was left for about 8 hours in order
  4. customa reaction
  5. extractionextracted with methylene chloride
  6. washThe extracted layer was washed with lN aqueous sodium carbonate solution, water, aqueous sodium chloride solution (saturated) and water, in this order
  7. dry with materialThe layer was dried over anhydrous magnesium sulfate
  8. distillationdistilled under reduced pressure in order
  9. customto remove the solvent
  10. customThe solid product obtained
  11. customwas purified by silica-gel column chromatography

出典と根拠

ORDレコード
ord-a685d9e6e30e4f4f9ba847fbf878c135
出典データセット
uspto-grants-1993_05
特許番号
US05207947

反応ノート

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