반응식
[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH2:11][SH:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:16][CH2:17][C:18]([OH:20])=[O:19].Cl>CN(C=O)C.O>[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH2:11][S:12][CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1참가 물질
실험 절차
A solution of 2-[2-phenylethoxy]ethane thiol (2.13 g) in dry DMF (10 ml) was added dropwise to a cooled (0°) stirred suspension of sodium hydride (0.60 g, 80% in oil) in DMF (50 ml). The mixture was stirred at 0° for 90 min. A solution of 3-bromopropanoic acid (3.15 g) in dry DMF (10 ml) was then added dropwise and the reaction was stirred at room temperature for 16 hours. Water (250 ml) was added and the whole was acidified to pH 2/3 with concentrated hydrochloric acid. The aqueous solution was extracted several times with ether and the combined ethereal layers were washed with water and brine, dried (MgSO4) and evaporated under reduced pressure. This yielded the crude acid which was purified by flash chromatography over silica using 6:1 dichloromethane:ether (1 drop acetic acid/100 ml of eluant) to give the subtitled compound (2.15 g).
후처리
- temperaturea cooled (0°)
- stirringThe mixture was stirred at 0° for 90 min
- stirringthe reaction was stirred at room temperature for 16 hours
- extractionThe aqueous solution was extracted several times with ether
- washthe combined ethereal layers were washed with water and brine
- dry with materialdried (MgSO4)
- customevaporated under reduced pressure
- customThis yielded the crude acid which
- customwas purified by flash chromatography over silica using 6:1 dichloromethane
출처 및 근거
- ORD 기록
- ord-045f6311451245aeab0e5fac0928da69
- 출처 데이터셋
- uspto-grants-1997_07
- 특허 번호
- US05648370
연결된 노트
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