Cesium carbonate → HCID 10670907、化合物

HRID 129056

反応式

HRID 129056 の反応式
C(=O)([O-])[O-:2].[Cs+].[Cs+].[C:7]1([C:13]2[C:14](=[O:18])[O:15][CH2:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[CH2:20][N:21]1[C:31](=[O:32])[C:30]2[C:25](=[CH:26][C:27]([O:36][CH3:37])=[CH:28][C:29]=2[CH:33]([CH3:35])[CH3:34])[S:22]1(=[O:24])=[O:23]>CO.CN(C)C=O>[O:18]=[C:14]1[C:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[C:17]([O:2][CH2:20][N:21]2[C:31](=[O:32])[C:30]3[C:25](=[CH:26][C:27]([O:36][CH3:37])=[CH:28][C:29]=3[CH:33]([CH3:35])[CH3:34])[S:22]2(=[O:24])=[O:23])[CH2:16][O:15]1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 99951732-(Chloromethyl)-4-isopropyl-6-methoxybenzo[D]isothiazol-3(2H)-one 1,1-dioxideHCID 10986536HCID 10986536、化合物

生成物 1

HCID 10670907HCID 10670907、化合物収率 20%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

Cesium carbonate (0.82 g) was added to a solution of 3-phenyl-2(5H)-furanone (0.88 g) in methanol (15 mL) and the mixture was stirred at room temperature for one hour and stripped of methanol. 2-Chloromethyl-4-isopropyl-6-methoxysaccharin (1.52 g) was added to a solution of the residue in dimethylformamide (15 mL) and the mixture was stirred at room temperature for two days. Silica gel (4.4 g) was added, volatiles were removed under vacuum, and the solid was subjected to flash chromatography on silica gel using ethyl acetate-hexane (3:7) as eluant. Recrystallization of the product from ethanol-ether gave 2-(2,5-dihydro-2-oxo-3-phenylfuran-4-yl)oxymethyl-4-isopropyl-6-methoxysaccharin as a colorless solid (0.45 g, 20% yield, m.r. 180°-182° C. ).

後処理

  1. stirringthe mixture was stirred at room temperature for two days
  2. additionSilica gel (4.4 g) was added
  3. customvolatiles were removed under vacuum
  4. customRecrystallization of the product from ethanol-ether

出典と根拠

ORDレコード
ord-1d56cfefff0e479598e4c94eaf10493d
出典データセット
uspto-grants-1995_11
特許番号
US05466701

関連ノート

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