反应 #1876826

反应方程式

linalool

triethylamine

BOP Reagent

3-(2,4-dihydroxyphenyl)-acrylic acid

→

3-(2,4-dihydroxyphenyl)-acrylic acid 1,5-dimethyl-1-vinyl-hex-4-enyl ester

溶剂

THF

DMF

反应条件

后处理

1. 1
   其他The reaction mixture is partitioned between ether (200 mL) and water (400 mL)
2. 2
   其他the organic layer is removed
3. 3
   洗涤washed with ether (200 mL)
4. 4
   洗涤The combined organic layers are washed sequentially with saturated sodium bicarbonate solution (200 mL) and brine (200 mL)
5. 5
   干燥The organic layer is dried over anhydrous magnesium sulfate, vacuum
6. 6
   过滤filtered
7. 7
   浓缩concentrated

实验过程

To a solution of linalool (1.74 g, 11.3 mmol) and triethylamine (2.30 g, 22.6 mmol) in anhydrous THF (150 mL) stirred for 5 min at 22° C. is added 3-(2,4-dihydroxyphenyl)-acrylic acid (2.04 g, 11.3 mmol). To this heterogeneous solution is added BOP Reagent (5.00 g, 11.3 mmol; Aldrich #22,608-4) in DMF (10 mL), and the subsequent homogeneous reaction mixture is stirred for 1 h. The reaction mixture is partitioned between ether (200 mL) and water (400 mL); the organic layer is removed and washed with ether (200 mL). The combined organic layers are washed sequentially with saturated sodium bicarbonate solution (200 mL) and brine (200 mL). The organic layer is dried over anhydrous magnesium sulfate, vacuum filtered and concentrated to give 3-(2,4-dihydroxyphenyl)-acrylic acid 1,5-dimethyl-1-vinyl-hex-4-enyl ester as an oil that is purified by flash chromatography.

来源