Benzyl Alcohol → Benzyl 2-cyanoacetate

HRID 229493

반응식

HRID 229493 반응식
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].[CH2:7](O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:7]([O:5][C:4](=[O:6])[CH2:3][C:1]#[N:2])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 6101p-Toluenesulfonic acidHCID 9740Cyanoacetic acid

생성물 1

HCID 560818Benzyl 2-cyanoacetate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a mixture of cyanoacetic acid (VII) 2.34 g (27.5 mmol) and benzyl alcohol (VIIIa) 2.70 g (25 mmol) in 60 mL of toluene 50 mg of p-TsOH was added and the mixture was refluxed in a flask with a Dean-Stark trap for 24 h. The mixture was cooled down and toluene was washed with H2O and toluene was evaporated. The residue was distilled in vacuo (Kugelrohr apparatus, 0.1 mm Hg, T. oven 170-180° C.). Yield 3.36 g (77%), a colorless oil. MS (m/z, rel. intensity, %): 167.0 ([M+NH4−CN]+, 27), 193.0 ([M+NH4]+, 100).

후처리

  1. additionwas added
  2. temperaturethe mixture was refluxed in a flask with a Dean-Stark trap for 24 h
  3. temperatureThe mixture was cooled down
  4. washtoluene was washed with H2O and toluene
  5. customwas evaporated
  6. distillationThe residue was distilled in vacuo (Kugelrohr apparatus, 0.1 mm Hg, T. oven 170-180° C.)

출처 및 근거

ORD 기록
ord-e39c70ae93a8455da1ace198e8eb0052
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563820B2

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