반응 #92314
ord-fb3e8ce4f8454649be1829394b18c905
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후처리
- 1온도had been cooled on ice
- 2기타to separate it
- 3추출The aqueous layer was extracted with ethyl acetate (50 ml)
- 4세척were then washed with a 5% citric acid aqueous solution (40 ml)
- 5세척The resulting organic layer was washed with saturated saline (30 ml)
- 6농축was then concentrated under reduced pressure
- 7workup.ADDITIONThereafter, isopropyl alcohol (50 ml) was added to the residue
- 8농축the solvent was then concentrated under reduced pressure, so that the volume
- 9온도The obtained slurry liquid was cooled to −10° C.
- 10여과a precipitate was filtered
- 11세척was then washed with ice-
- 12온도cooled isopropyl alcohol (10 ml)
실험 절차
Under a nitrogen atmosphere, 1,3-dibromo-5,5-dimethylhydantoin (4) (11.6 g, 40.6 mol) was added to a solution of (S)-3-cyclohexene-1-carboxylic acid (R)-α-phenylethylamine salt (2-b) (10.0 g, 40.4 mmol) in acetonitrile (25 ml) that had been cooled on ice. The temperature of the reaction solution was increased to room temperature, and the reaction solution was then stirred for 2 hours. Thereafter, ethyl acetate (50 ml) and a 10% sodium thiosulfate aqueous solution (40 ml) were added to the reaction solution to separate it. The aqueous layer was extracted with ethyl acetate (50 ml), and the organic layers were gathered and were then washed with a 5% citric acid aqueous solution (40 ml). The resulting organic layer was washed with saturated saline (30 ml) and was then concentrated under reduced pressure. Thereafter, isopropyl alcohol (50 ml) was added to the residue, and the solvent was then concentrated under reduced pressure, so that the volume became 30 ml. The obtained slurry liquid was cooled to −10° C., and a precipitate was filtered and was then washed with ice-cooled isopropyl alcohol (10 ml) to obtain the title compound (6.9 g, yield: 84%).