Water → (E)-3-(3-t-Butyl-4-hydroxyphenyl)-2-(4-fluorophenylsulfonyl)acrylonitrile

HRID 1976201

反応式

HRID 1976201 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[F:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([CH2:24][C:25]#[N:26])(=[O:23])=[O:22])=[CH:17][CH:16]=1.O>C(O)C>[C:1]([C:5]1[CH:6]=[C:7](/[CH:8]=[C:24](/[S:21]([C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=2)(=[O:23])=[O:22])\[C:25]#[N:26])[CH:10]=[CH:11][C:12]=1[OH:13])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 5657322-(4-Fluorobenzenesulfonyl)acetonitrileHCID 30176183-(tert-Butyl)-4-hydroxybenzaldehyde

生成物 1

HCID 22000567(E)-3-(3-t-Butyl-4-hydroxyphenyl)-2-(4-fluorophenylsulfonyl)acrylonitrile収率 82.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The reaction mixture of 178.0 mg of 3-t-butyl-4-hydroxybenzaldehyde and 219.0 mg of (4-fluorobenzenesulphonyl)acetonitrile in 2.0 mL of ethanol containing 0.01 mL piperidine was refluxed for 4 h and cooled down. To the above reaction mixture was added water and then the aqueous layer was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The resulting residue was purified on silica gel column eluting with ethyl acetate-hexane (1:6) to give 295.0 mg of the titled compound.

後処理

  1. temperaturewas refluxed for 4 h
  2. temperaturecooled down
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe resulting residue was purified on silica gel column
  8. washeluting with ethyl acetate-hexane (1:6)

出典と根拠

ORDレコード
ord-0ff9b479bb8a45d2b56a8c064abba708
出典データセット
uspto-grants-2001_05
特許番号
US06225346B1

関連ノート

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