反応 #830274

反応方程式

3,6-bis(hydroxymethyl)-1,2-dithiin

Dithiin

tetrahydrofuran

triethylamine

cyclopropanecarbonyl chloride

tetrahydrofuran

→

oil

3,6-Bis(cyclopropanecarbonyloxymethyl)-1,2-dithiin

溶媒

ether

反応条件

後処理

1. 1
   その他partitioned between 1.0M H3PO4 (80 mL) and diethyl ether (30 mL)
2. 2
   洗浄The diethyl ether layer was washed with saturated NaHCO3 (100 mL)
3. 3
   乾燥dried (Na2SO4)
4. 4
   その他evaporated

実験手順

To a stirred solution of triethylamine (0.30 mL) in tetrahydrofuran (2.0 mL) at 0° C. was added dropwise cyclopropanecarbonyl chloride (0.10 mL) followed by the addition of 3,6-bis(hydroxymethyl)-1,2-dithiin, Dithiin A (20 mg, 0.113 mmol) in tetrahydrofuran (1.0 mL). After stirring in the dark at room temperature overnight the mixture was diluted with ether (20 mL) and partitioned between 1.0M H3PO4 (80 mL) and diethyl ether (30 mL). The diethyl ether layer was washed with saturated NaHCO3 (100 mL), dried (Na2SO4), and evaporated to give a red oil (31.5 mg): 1H NMR (CDCl3) δ6.38 (s, 2H), 4.71 (s, 4H), 1.67 (m, 2H), 1.04 (m, 4H), 0.92 (m, 4H).

出典