2-Oxobutanoic Acid → HCID 11041594、化合物

HRID 1455214ノート

反応式

HRID 1455214 の反応式
[O:1]=[C:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].[CH2:8](O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>C1C=CC=CC=1>[CH2:8]([O:4][C:3](=[O:5])[C:2](=[O:1])[CH2:6][CH3:7])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 582-Oxobutanoic AcidHCID 244Benzyl AlcoholHCID 962Water2 回

生成物 1

HCID 11041594HCID 11041594、化合物収率 60%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 2-oxobutyric acid (11.5 g, 113 mmol), and benzyl alcohol (14.0 mL, 135 mmol) in benzene (100 mL) was heated to reflux under a Dean-Stark water separator. After refluxing for 16 hrs˜2 mL of water had collected in the trap (˜100% of theoretical). The reaction mixture was allowed to cool to ambient temperature, and then concentrated under reduced pressure to afford a pale yellow oil. The crude material was purified by flash chromatography eluting with a gradient from 0% to 15% ethyl acetate/hexane to afford 2-oxo-butyric acid benzyl ester (13.0 g, 60% yield) as a clear colorless oil. 1H-NMR (400 MHz, CDCl3): δ 7.42-7.35 (5H, m), 5.28 (5H, s), 2.87 (2H, q, J=7.2 Hz), 1.12 (3H, t, J=7.2 Hz).

後処理

  1. temperaturewas heated
  2. customhad collected in the trap (˜100% of theoretical)
  3. concentrationconcentrated under reduced pressure
  4. customto afford a pale yellow oil
  5. customThe crude material was purified by flash chromatography
  6. washeluting with a gradient from 0% to 15% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-221692bab41c4302a49ea5916d2afd3d
出典データセット
uspto-grants-2009_01
特許番号
US07482366B2

反応ノート

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