Hydrochloric Acid → HCID 18352665、化合物

HRID 53133ノート

反応式

HRID 53133 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 64.2%

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 250mL round-bottomed flask equipped with nitrogen inlet were added 8.20 grams (29.4 mmol) 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 eluant to afford 5.27 grams (64%) of an amorphous solid.

後処理

  1. customTo a 250mL 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-533d19f92fde4e52a2aa2904e1fc71ba
出典データセット
uspto-grants-1997_04
特許番号
US05618811

反応ノート

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