Water → HCID 22758373、化合物

HRID 616308ノート

反応式

HRID 616308 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[S:16](=[O:18])(=[O:17])[CH2:15][CH2:14][CH2:13][S:12]2(=[O:20])=[O:19])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[H-].[Na+].[CH2:23]([CH:25]1[O:27][CH2:26]1)Cl.O>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2([CH2:23][CH:25]3[O:27][CH2:26]3)[S:12](=[O:19])(=[O:20])[CH2:13][CH2:14][CH2:15][S:16]2(=[O:17])=[O:18])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

6

反応物 4

HCID 962WaterHCID 7835EpichlorohydrinHCID 24758Sodium hydrideHCID 926242-(3,4-Dimethoxyphenyl)-1,3-dithiane 1,1,3,3-tetraoxide

生成物 1

HCID 22758373HCID 22758373、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

9.6 g of 2-(3,4-dimethoxyphenyl)-m-dithiane-1,1,3,3-tetraoxide (prepared as described in Example 2) are dissolved in 35 ml of dimethylformamide and, with stirring under argon, treated with 1.2 g of sodium hydride at room temperature. The suspension is stirred at 40° C for a further 0.5 hour, then cooled and treated with 2.8 g of epichlorohydrin. The mixture is then heated at 100° C for 16 hours. After cooling to room temperature, the suspension is poured on to water and the oily material extracted with chloroform. After evaporation of the solvent, the residue is chromatographed on silica gel with chloroform/ethanol (98:2). The 2-(3,4-dimethoxyphenyl)-2-(2,3-epoxypropyl)-m-dithiane-1,1,3,3-tetraoxide obtained is recrystallized from methylene chloride/ethanol and has a melting point of 175°-176° C.

後処理

  1. stirringThe suspension is stirred at 40° C for a further 0.5 hour
  2. temperaturecooled
  3. temperatureAfter cooling to room temperature
  4. extractionthe oily material extracted with chloroform
  5. customAfter evaporation of the solvent
  6. customthe residue is chromatographed on silica gel with chloroform/ethanol (98:2)

出典と根拠

ORDレコード
ord-950013ef2b524584bc0a8147d16f5ab4
出典データセット
uspto-grants-1978_02
特許番号
US04073797

反応ノート

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