Diethyl Ether → Sulindac sulfone methyl ester

HRID 2371485ノート

反応式

HRID 2371485 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-ylacetate 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-b7beb0fb9aa94ed2a9b5736d4ea75d60
出典データセット
uspto-grants-1992_03
特許番号
US05093356

反応ノート

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