反応 #1897094

反応方程式

thionyl chloride

8-(1,3-thiazol-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol

water

EtOAc

→

title compound

収率 36.4%

2-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)-1,3-thiazole

収率 36.4%

溶媒

pyridine

反応条件

後処理

1. 1
   抽出The aqueous layer was extracted with EtOAc (3×)
2. 2
   洗浄The combined organic layers were washed with saturated NaCl
3. 3
   乾燥dried (MgSO4)
4. 4
   濃縮concentrated
5. 5
   その他flash chromatographed

実験手順

To a mixture of 8-(1,3-thiazol-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol (0.8 g, 3.32 mmol) in pyridine (10 mL) at 0° C. was added thionyl chloride (2.5 mL, 34.3 mmol) under N2. After being stirred for 2 h at 0° C. under N2, water and EtOAc were added. The aqueous layer was extracted with EtOAc (3×). The combined organic layers were washed with saturated NaCl, dried (MgSO4), concentrated and flash chromatographed using 10% EtOAc/hexane to give 0.27 g of the title compound in 36% yield. MS (EI) calcd: (M+1)+=224.1. Found: 224.2.

出典