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Hydrochloric Acid → 3-(4-Fluorophenyl)-6-(trifluoromethyl)indan-1-one

HRID 325864
ノート
印刷プレビュー

反応式

HRID 325864 の反応式
Br[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[CH2:13][C:14](O)=[O:15].C([Li])CCC.Cl>C(OCC)C>[F:23][C:20]1[CH:19]=[CH:18][C:17]([CH:12]2[C:3]3[C:4](=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][CH:2]=3)[C:14](=[O:15])[CH2:13]2)=[CH:22][CH:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 131547143-(2-Bromo-4-(perfluoromethyl)phenyl)-3-(p-fluorophenyl)propionic acidHCID 178418339Butyllithium

生成物 1

HCID 30189253-(4-Fluorophenyl)-6-(trifluoromethyl)indan-1-one収率 76.4%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 40 grams of 3-(2-bromo-4-trifluoromethylphenyl)-3-(4'-fluorophenyl)-propanoic acid in 750 milliliters of dry diethylether were added dropwise 90 milliliters of butyllithium (20% in hexane). The temperature was kept between -2 and -5 degrees Centigrade, and the addition time was about 10 minutes. The reaction mixture was stirred at zero degrees Centigrade for 11/2 hours; and then 400 milliliters of 2 N hydrochloric acid were added. The orgranic phase was separated and extracted twice with a 10% solution of sodium carbonate in water, then washed with water and dried over anhydrous potassium carbonate. After filtration and evaporation there was obtained 23 grams of crude 3-(4'-fluorophenyl)-6-trifluoromethyl-1-indanone. The oil was distilled in vacuo, and there was obtained 17 grams (57%) of pure 3-(4'-fluorophenyl)-6-trifluoromethyl-1-indanone boiling at 140 degrees Centigrade /0.2 mmHg.

後処理

  1. customwas kept between -2 and -5 degrees Centigrade
  2. customThe orgranic phase was separated
  3. extractionextracted twice with a 10% solution of sodium carbonate in water
  4. washwashed with water
  5. dry with materialdried over anhydrous potassium carbonate
  6. filtrationAfter filtration
  7. customevaporation there

出典と根拠

ORDレコード
ord-0a423a433a4d4ae4a5fd08a7ac51ecb2
出典データセット
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04443448

反応ノート

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