HRID1056831

反应详情

EQUATION

反应方程式

HRID 1056831 的结构方程式

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

The ethyl 2-(4-hydroxy-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-yl)acetate (9 g, 0.03078 mol) and phosphorous oxy-chloride (45 ml) was refluxed for 4 h. After completion of the reaction, it was concentrated under reduced pressure. The resulting residue was cooled to 0° C. To this, ice water (200 ml) was added and stirred for 30 min. Then it was basified with 25% aq. NH4OH solution slowly to pH=8. It was extracted with DCM (250 ml×3). Organic extracts were washed with water followed by brine. The separated organic layer was dried over anhydrous Na2SO4 and concentrated to get crude product. It was purified by column chromatography by using 100-200 mesh silica gel and DCM as eluent to give ethyl 2-(4-chloro-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-yl)acetate as yellow liquid. Yield—(7 g, 73.16%); 1H-NMR: (400 MHz, CDCl3); δ=4.22-4.16 (q, 2H), 4.02 (s, 2H), 3.06 (m, 2H), 2.85-2.84 (m, 2H), 1.93-1.83 (m, 4H), 1.26-1.23 (t, 3H); LC-MS [M+H]=310.9.

WORKUP

后处理

  1. customAfter completion of the reaction, it
  2. concentrationwas concentrated under reduced pressure
  3. additionTo this, ice water (200 ml) was added
  4. extractionIt was extracted with DCM (250 ml×3)
  5. washOrganic extracts were washed with water
  6. dry with materialThe separated organic layer was dried over anhydrous Na2SO4
  7. concentrationconcentrated
  8. customto get crude product
  9. customIt was purified by column chromatography