Diethyl Ether → Sulindac sulfone methyl ester

HRID 379630ノート

反応式

HRID 379630 の反応式
[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]

参加物

6

反応物 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

生成物 1

HCID 9952140Sulindac sulfone methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f2a138f2ff694eb79b1c8bf3f13b4f02
出典データセット
uspto-grants-2001_10
特許番号
US06300346B1

反応ノート

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