Water → HCID 22758373, 화합물

HRID 616308노트

반응식

HRID 616308 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 22758373HCID 22758373, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-950013ef2b524584bc0a8147d16f5ab4
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04073797

반응 노트

불러오는 중…