Ethylene Glycol → 2-(2-Ethyl-[1,3]dioxolan-2-yl)fluoroacetic acid methyl ester

HRID 1096807노트

반응식

HRID 1096807 반응식
[CH3:1][O:2][C:3](=[O:10])[CH:4]([F:9])[C:5](=[O:8])[CH2:6][CH3:7].[CH2:11](O)[CH2:12][OH:13].B(F)(F)F.CCOCC>C1CCCCC1.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:10])[CH:4]([F:9])[C:5]1([CH2:6][CH3:7])[O:13][CH2:12][CH2:11][O:8]1

참가 물질

6

반응물 3

HCID 174Ethylene GlycolHCID 8000Boron trifluoride etherateHCID 10219521Methyl 2-fluoro-3-oxopentanoate

생성물 1

HCID 866370542-(2-Ethyl-[1,3]dioxolan-2-yl)fluoroacetic acid methyl ester

시약·촉매·용매 2

HCID 8078Cyclohexane용매HCID 8857Ethyl Acetate용매

실험 절차

2-Fluoro-3-oxopentanoic acid methyl ester (2.21 g, 14.9 mmol), ethylene glycol (4.15 mL, 74.5 mmol), and BF3.Et2O (0.189 mL, 1.49 mmol) were mixed in cyclohexane (10 mL). The mixture was heated to reflux for 5 h, and allowed to cool to rt. The mixture was diluted with EtOAc, and washed with brine, water, aq. sat. NaHCO3, and brine again. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. The title compound was obtained as an oil (1.88 g, 52%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 5 h
  3. washwashed with brine, water, aq. sat. NaHCO3, and brine again
  4. dry with materialextracts were dried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-5ff2c256654249219f368c1248a6f9b0
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138340B2

반응 노트

불러오는 중…