Hydrochloric Acid → HCID 18352665、化合物

HRID 429720ノート

反応式

HRID 429720 の反応式
[C:1]1([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:19])[CH2:10][CH2:9][C:8]2=[N:20]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C)C=CC(S(Cl)(=O)=[O:29])=CC=1.Cl>N1C=CC=CC=1>[CH3:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH:11]1[CH2:12][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[NH:20][C:8](=[O:29])[CH2:9][CH2:10]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 867506802-Phenyl-4-(2-methylphenyl)cyclohexanone oxime

生成物 1

HCID 18352665HCID 18352665、化合物収率 64%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

To a 250 mL round-bottomed flask equipped with nitrogen inlet were added 8.20 grams (29.4 mol) 2-phenyl-4-(2-methylphenyl)cyclohexanone oxime and 80 mL pyridine. Once the solid had dissolved, the solution was cooled to 0° C., and 27.9 grams (147 mmol) p-toluenesulfonyl chloride was added. The reaction was allowed to stir for 16 hours while the ice bath melted and the reaction warmed to room temperature. It was then poured into 300 mL 3N HCl, extracted into ethyl acetate, and the organic layer washed with additional hydrochloric acid and brine, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using methanol/methylene chloride as eluent to afford 5.27 grams (64%) of an amorphous solid.

後処理

  1. customTo a 250 mL round-bottomed flask equipped with nitrogen inlet
  2. dissolutionOnce the solid had dissolved
  3. temperaturethe reaction warmed to room temperature
  4. extractionextracted into ethyl acetate
  5. washthe organic layer washed with additional hydrochloric acid and brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customThe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-17e594a656c641e7ad5f88a58b5fc5c0
出典データセット
uspto-grants-2001_11
特許番号
US06319915B1

反応ノート

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