Methanol → Benzoic acid, 3-ethyl-

HRID 273090

반응식

HRID 273090 반응식
[OH-:1].[Na+].[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH3:12])[CH:6]=1)#N.C[OH:14]>>[CH2:11]([C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[C:3]([OH:14])=[O:1])[CH3:12]

참가 물질

4

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 96692Benzonitrile, 3-ethyl-

생성물 1

HCID 96207Benzoic acid, 3-ethyl-수율 28%

반응 조건

온도
100 °C

실험 절차

6 M Sodium hydroxide (25 ml) was added to 1-cyano-3-ethylbenzene (1 g, 7.62 mmol) in methanol (25 ml) and then heated at 100° C. overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (2×), then acidified pH about 3 with 12 M HCl. The precipitate was extracted with ethyl acetate then washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford 3-ethylbenzoic acid as a colorless oil; 0.770 g (28% yield over 2 steps). 1H NMR (CDCl3), δ (ppm): 7.76 (d, 2H), 7.43 (m, 2H), 2.67 (m, 2H), 1.19 (t, 3H).

후처리

  1. concentrationAfter concentrating the reaction mixture
  2. washthe aqueous layer was washed with dichloromethane (2×)
  3. extractionThe precipitate was extracted with ethyl acetate
  4. washthen washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cd7af4a827414338a757492d00557d45
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456200B2

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