海萝胶 → 2-(2-Hydroxy-1-phenylethylsulfanyl)benzene-1,4-diol

HRID 31314

反应方程式

HRID 31314 反应方程式
[SH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[C:16]1([CH:22]2[CH2:24][O:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>O>[OH:23][CH2:24][CH:22]([S:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[OH:9])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参与物

6

反应物 4

HCID 313海萝胶HCID 7276氧化苯乙烯HCID 11430碳酸钾HCID 27361672,5-二羟基苯硫酚

产物 1

HCID 179785022-(2-Hydroxy-1-phenylethylsulfanyl)benzene-1,4-diol

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

To a stirred solution of 2-mercaptobenzene-1,4-diol (0.5 g) and potassium carbonate (0.49 g) in water (5 ml) was added 2-phenyloxirane (0.40 ml) under argon. The mixture was stirred at room temperature for 2.5 hours and then treated with 2 M HCl and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried and evaporated. The crude product was purified by column chromatography using heptane-ethyl acetate (1:1) as an eluant. 1H NMR (400 MHz, d6-DMSO) δ: 8.94 (br s, 1H), 8.72 (br s, 1H), 7.24-7.37 (m, 5H), 6.62-6.65 (m, 2H), 6.47 (dd, 1H, J 8.6, 2.8 Hz), 4.97 (br s, 1H), 4.34 (m, 1H), 3.72 (m, 2H).

后处理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. customdried
  4. customevaporated
  5. customThe crude product was purified by column chromatography

来源与证据

ORD记录
ord-64fdd82e7fb34dfcb404b245e8d54464
来源数据集
uspto-grants-2008_09
专利号
US07425568B2

关联笔记

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