反应 #50786

反应方程式

2-(carbomethoxy)-2-(4-methoxybenzylthio)indan

potassium hydroxide

→

2-carboxy-2-(4-methoxybenzylthio)indan

收率 43.0%

溶剂

ethanol

water

tetrahydrofuran

反应条件

后处理

1. 1
   过滤Filter
2. 2
   其他evaporate the solvent in vacuo
3. 3
   其他Partition between water (125 mL) and ether (75 mL)
4. 4
   其他Separate the aqueous phase
5. 5
   萃取Extract with methylene chloride (75 mL)
6. 6
   干燥dry (Na2SO4)
7. 7
   其他evaporate the solvent in vacuo
8. 8
   其他Purify by silica gel chromatography (2:1 hexane/ethyl acetate)

实验过程

Dissolve 2-(carbomethoxy)-2-(4-methoxybenzylthio)indan (2.20 g, 3.55 mmol) in 95% ethanol (25 mL), water (12 mL) and tetrahydrofuran (15 mL). Treat with potassium hydroxide (1.3 g, 23 mmol) and stir at room temperature for 1 hour. Filter and evaporate the solvent in vacuo. Partition between water (125 mL) and ether (75 mL). Separate the aqueous phase and acidify with cold concentrated hydrochloric acid. Extract with methylene chloride (75 mL), dry (Na2SO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography (2:1 hexane/ethyl acetate) to give 2-carboxy-2-(4-methoxybenzylthio)indan as a yellow solid (0.48 g).

来源