m-Chloroperbenzoic acid → 1-(10,10-Dioxophenoxathiin-2-yl)ethanone

HRID 1087382

반응식

HRID 1087382 반응식
[C:1]([C:4]1[CH:17]=[CH:16][C:15]2[O:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[S:7][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=O.[OH-:29].[Ca+2].[OH-:31]>C(Cl)Cl>[C:1]([C:4]1[CH:17]=[CH:16][C:15]2[O:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[S:7](=[O:31])(=[O:29])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acid2회HCID 5151742-AcetylphenoxathiinHCID 6093208Calcium Hydroxide

생성물 1

HCID 5151771-(10,10-Dioxophenoxathiin-2-yl)ethanone수율 75.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-acetyl phenoxathiin (J.A.C.S. 1936, 58, 717) (484 mg, 2 mmol) in methylene chloride (25 mL) there was added 85% m-chloroperoxy benzoic acid (MCPBA 1.015 g, 5 mmol) and the mixture stirred at room temperature. After 3 hours, more MCPBA was added (250 mg) and stirring was continued for a further hour. Enough methylene chloride was added to dissolve the solids, followed by calcium hydroxide (3 g); after stirring for a further 5 minutes, the mixture was filtered and the filtrate evaporated to a solid residue which was triturated with ether (10 mL) and filtered to afford the sulfone (415 mg) as a white solid, m.p.: 163°-165° C.

후처리

  1. stirringstirring
  2. waitwas continued for a further hour
  3. dissolutionto dissolve the solids
  4. stirringafter stirring for a further 5 minutes
  5. filtrationthe mixture was filtered
  6. customthe filtrate evaporated to a solid residue which
  7. customwas triturated with ether (10 mL)
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-16f1a8e4dc1243019f1f737c05877b79
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05036067

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