Sulfuric Acid → HCID 23344098, 화합물

HRID 916829노트

반응식

HRID 916829 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 23344098HCID 23344098, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d181df1061e84f148cd922d7ca34c8b2
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271197B2

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