Acetic Acid → 3-(5-Acetoxy-6-bromohexyl)-1-methyluracil

HRID 361518노트

반응식

HRID 361518 반응식
[OH:1][CH:2]([CH2:16]O)[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([CH3:14])[C:8]1=[O:15].[BrH:18].[C:19]([OH:22])(=O)[CH3:20].C(=O)(O)[O-].[Na+]>ClCCl.O>[C:19]([O:1][CH:2]([CH2:16][Br:18])[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]([CH3:14])[C:8]1=[O:15])(=[O:22])[CH3:20]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 232879503-(5,6-Dihydroxyhexyl)-1-methyluracil

생성물 1

HCID 232959163-(5-Acetoxy-6-bromohexyl)-1-methyluracil수율 100%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 3-(5,6-dihydroxyhexyl)-1-methyluracil (350 mg, 1.4 mmol) and a 30% solution of hydrogen bromide in acetic acid (0.87 mL, 4.3 mmol) was stirred for 45 minutes. The mixture was then added to a mixture of sodium bicarbonate (1.6 g), water (10 mL) and dichloromethane (20 mL). After 15 minutes of vigorous stirring, the layers were separated and the aqueous layer extracted with dichloromethane (3×40 mL). The combined organic layers were dried over sodium sulfate, then evaporated under vacuum to give 3-(5-acetoxy-6-bromohexyl)-1-methyluracil (500 mg, 100% yield).

후처리

  1. customthe layers were separated
  2. extractionthe aqueous layer extracted with dichloromethane (3×40 mL)
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-f2937bff95de41b79f7760afcee9491d
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866576

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