HRID1396059

反应详情

EQUATION

反应方程式

HRID 1396059 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

Under N2 atmosphere, 2.23 g 1-benzyloxy-3-bromo-5-chloro-benzene was dissolved in 50 mL dry THF, and the mixture was cooled in an ice bath. Dropwise, 14.84 mL of a 1M solution of isopropyl magnesium chloride-lithium chloride complex was added, and the mixture was stirred at room temperature overnight. After cooling to −40° C., 2.41 mL of sulfuryl chloride was added in one portion (T raised to 10° C.), and the mixture was stirred for 15 minutes at room temperature. After cooling with an ice bath, the mixture was quenched with water and acidified with 1M aqueous HCl. The mixture was extracted with MTBE, and the organic phase was dried over Na2SO4 and evaporated to dryness. The residue was purified by flash chromatography (PA→PA/Et2O 95:5) to yield 1.53 g (62%) of a colorless oil. 1H NMR (400 MHz, CDCl3) δ 5.14 (s, 2H), 7.30 (t, J=2 Hz, 1H), 7.34-7.47 (m, 5H), 7.50 (t, J=2 Hz, 1H), 7.62 (t, J=1.5 Hz, 1H).

WORKUP

后处理

  1. temperaturethe mixture was cooled in an ice bath
  2. temperatureAfter cooling to −40° C.
  3. stirringthe mixture was stirred for 15 minutes at room temperature
  4. temperatureAfter cooling with an ice bath
  5. customthe mixture was quenched with water
  6. extractionThe mixture was extracted with MTBE
  7. dry with materialthe organic phase was dried over Na2SO4
  8. customevaporated to dryness
  9. customThe residue was purified by flash chromatography (PA→PA/Et2O 95:5)