Sulfuric Acid → HCID 23344098、化合物

HRID 916829ノート

反応式

HRID 916829 の反応式
[OH:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#N.[OH:14]S(O)(=O)=O.[C:19](=O)([O-])[O-:20].[Na+].[Na+]>CO>[OH:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]([O:20][CH3:19])=[O:14]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 284140323-[(2-Hydroxyethoxy)methyl]benzonitrile

生成物 1

HCID 23344098HCID 23344098、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 3-[(2-hydroxyethoxy)methyl]benzonitrile (1 g) in MeOH (20 ml) was treated with conc. H2SO4 (10 ml) at 0° C. The solution was then allowed to warm to room temperature before heating at reflux for 10 h. Aqueous sodium carbonate was added to neutralise the cooled solution before extracting with EtOAc. The combined organic layers were then washed with water, dried (MgSO4) and concentrated in vacuo. The residue was then purified by chromatography (Biotage, 90 g) eluting with 40°C.-60° C. petroleum ether-EtOAc (3:2) to give the title compound (650 mg). LCMS RT=2.33 min.

後処理

  1. temperaturebefore heating
  2. temperatureat reflux for 10 h
  3. extractionbefore extracting with EtOAc
  4. washThe combined organic layers were then washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customThe residue was then purified by chromatography (Biotage, 90 g)
  8. washeluting with 40°C.-60° C. petroleum ether-EtOAc (3:2)

出典と根拠

ORDレコード
ord-d181df1061e84f148cd922d7ca34c8b2
出典データセット
uspto-grants-2007_09
特許番号
US07271197B2

反応ノート

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