Diethyl Ether → Sulindac sulfone methyl ester

HRID 1420731노트

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HRID 1420731 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:20])=[O:19])=[CH:14][CH:13]=1)/[C:6]([CH3:21])=[C:5]2[CH2:22][CH2:23]N(O)C(N)=O.ClC1C=C(C=CC=1)[C:33](OO)=[O:34].[OH-:40].[Ca+2].[OH-:42].CCOCC>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:20])(=[O:40])=[O:19])=[CH:14][CH:13]=1)/[C:6]([CH3:21])=[C:5]2[CH2:22][C:23]([O:34][CH3:33])=[O:42]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 70297m-Chloroperbenzoic acidHCID 6093208Calcium HydroxideHCID 10222622(Z)-N-{2-[5-Fluoro-2-methyl-1-(4-methylsulfinylbenzylidene)inden-3-yl]ethyl}-N-hydroxy urea

생성물 1

HCID 9952140Sulindac sulfone methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of methyl (Z)-5-fluoro-2-methyl-1-(4-methylsulfinyl benzylidene)inden-3-yl acetate from Example 7 (3.7 g, 10 mmol) in methylene chloride (100 mL) there was added 85% m-chloroperoxy benzoic acid (2.54 g, 12.5 mmol) and the mixture was stirred at room temperature for 1 hour. There was added more methylene chloride (100 mL) then calcium hydroxide (5.5 g) and after 10 minutes, the suspension was filtered. The residue obtained by evaporation of the filtrate was stirred with ether (100 mL) at room temperature for 5 hours, then filtered to afford the title compound as a fluffy yellow solid, mp 162-164° C.

후처리

  1. filtrationthe suspension was filtered
  2. customThe residue obtained by evaporation of the filtrate
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-8e59d48fd01344e1b85e138f32406431
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071934

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