반응 #83077

ord-08f024e616524314828b5db0ab878611

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타recooled to 0° C.
  2. 2
    온도to warm to room temperature
  3. 3
    추출extracted with diethyl ether
  4. 4
    세척The organic layer is washed with saturated sodium chloride
  5. 5
    기타dried
  6. 6
    농축concentrated in vacuo
  7. 7
    기타to give an oil
  8. 8
    기타The oil is purified by chromatography (silica gel: 0-90% ethyl acetate/hexane)

실험 절차

To a 0° C. slurry, under argon, of 0.502 g of sodium hydride (60% oil dispersion) in 9 ml of dry tetrahydrofuran is added, dropwise over 5 minutes, 1.69 mi of p-methoxy-α-toluenethiol in 9 ml of dry tetrahydrofuran. The reaction is warmed to room temperature for 30 minutes, recooled to 0° C. and a solution of 2.31 g of product from Example 176 in 10 ml of dry tetrahydrofuran is added. The reaction mixture is allowed to warm to room temperature and stirred overnight. The mixture is diluted with 100 ml of water and extracted with diethyl ether. The organic layer is washed with saturated sodium chloride, dried and concentrated in vacuo to give an oil. The oil is purified by chromatography (silica gel: 0-90% ethyl acetate/hexane) to give 3.0 g of the desired product (1:1 mixture of isomers).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05623081uspto-grants-1997_04