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

HRID 1096807ノート

反応式

HRID 1096807 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8078Cyclohexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-5ff2c256654249219f368c1248a6f9b0
出典データセット
uspto-grants-2012_03
特許番号
US08138340B2

反応ノート

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