Hydrochloric Acid → HCID 18352665, 화합물

HRID 53133노트

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HRID 53133 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 18352665HCID 18352665, 화합물수율 64.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-533d19f92fde4e52a2aa2904e1fc71ba
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05618811

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