Water → 3-(5-Hexenyl)-1-methyluracil

HRID 129885

반응식

HRID 129885 반응식
[H-].[Na+].[CH3:3][N:4]1[CH:11]=[CH:10][C:8](=[O:9])[NH:7][C:5]1=[O:6].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]=[CH2:18].O>CS(C)=O>[CH2:18]([N:7]1[C:8](=[O:9])[CH:10]=[CH:11][N:4]([CH3:3])[C:5]1=[O:6])[CH2:17][CH2:16][CH2:15][CH:14]=[CH2:13]

참가 물질

6

반응물 4

HCID 962WaterHCID 120091-MethyluracilHCID 24758Sodium hydrideHCID 759066-Bromo-1-hexene

생성물 1

HCID 232958743-(5-Hexenyl)-1-methyluracil수율 72%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of sodium hydride (86 mg, 3.6 mmol) and 1-methyluracil (500 mg, 4 mmol) in dimethyl sulfoxide (25 ml) was stirred for 15 minutes, and then 6-bromo-1-hexene (647 mg, 4 mmol) was added. After stirring for 20 hours, the reaction mixture was poured into water (50 ml) and extracted with 20% ethanol-dichloromethane (3×50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (20 ml) and dried over sodium sulfate. The solvent was evaporated under vacuum to give a residue which was purified by column chromatography (silica, ethyl acetate) to give 3-(5-hexenyl)-1-methyluracil (598 mg, 72% yield).

후처리

  1. stirringAfter stirring for 20 hours
  2. extractionextracted with 20% ethanol-dichloromethane (3×50 ml)
  3. washThe combined organic layers were washed with saturated aqueous sodium chloride solution (20 ml)
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was evaporated under vacuum
  6. customto give a residue which
  7. customwas purified by column chromatography (silica, ethyl acetate)

출처 및 근거

ORD 기록
ord-9615181a9ff94bfba906a57d9ef9eacb
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05470878

연결된 노트

불러오는 중…