반응 #1968529
ord-705a5e0820cc41be94ac693a8f9f9842
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1기타The organic phase was separated
- 2세척washed with water (3×200 mL)
- 3건조dried with magnesium sulfate
- 4기타evaporated at room temperature
- 5기타The crude product was chromatographed on silica gel (200 mL)
- 6workup.ADDITIONa solvent mixture of hexane and ethyl acetate (40:20) as eluent
실험 절차
A solution of dimercaptoacetyl boc-serinol (4.1 mmol) in EtOH (20 ml) was treated with 10 ml of aqueous 1 N NaOH at room temperature for 1 h. The mixture was diluted with CH2Cl2 (100 ml) and then an aqueous solution of 0.1 M iodine (4.5 mmol) is added dropwise. The reaction mixture was stirred for 2 hours at room temperature and 1 mmol of Na2S2O3 (1 M aqueous solution) was added to the reaction mixture. The organic phase was separated, washed with water (3×200 mL), dried with magnesium sulfate, and evaporated at room temperature. The crude product was chromatographed on silica gel (200 mL) using a solvent mixture of hexane and ethyl acetate (40:20) as eluent to give 1,2-dithiolane of boc-serinol.