Water → 2-(2-Ethoxyphenyl)heptanenitrile

HRID 330302노트

반응식

HRID 330302 반응식
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[CH2:6][C:7]#[N:8])[CH3:2].Cl[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH-].[Na+].O>CS(C)=O.CCOCC>[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[CH:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:7]#[N:8])[CH3:2]

참가 물질

7

반응물 4

HCID 962WaterHCID 109771-ChloropentaneHCID 14798Sodium HydroxideHCID 1446322-Ethoxyphenylacetonitrile

생성물 1

HCID 146993902-(2-Ethoxyphenyl)heptanenitrile수율 47.7%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매2회HCID 3283Diethyl Ether용매

실험 절차

A three neck 300 ml flask fitted with a reflux condenser, thermometer and dropping funnel was charged with 18.52 grams (0.15 moles) of commercially available 2-ethoxy benzylcyanide in 50 ml of dimethyl sulfoxide (DMSO). To the reaction was added 17.6 grams (0.165 moles, 1.1 ec.) of 1-chloropentane. While stirring at room temperature, 13.2 grams (0.165 moles) of 50% NaOH in 20 ml of DMSO was added over 20 minutes. A slight exotherm occurred and the reaction mixture was stirred at room temperature for 2 hours after which gas-liquid chromatoqraphy (GLC) indicated the reaction was 92% complete. The reaction was stirred for an additional 3 hours, then water was added followed by 200 ml of ether. After washing with acid and brine, the solvent was concentrated and gave an oil which was distilled under vacuum (160°-165° C. at 0.5 mm) and gave 15.82 grams (47.7% yield) of product.

후처리

  1. customA three neck 300 ml flask fitted with a reflux condenser
  2. stirringthe reaction mixture was stirred at room temperature for 2 hours after which gas-liquid chromatoqraphy (GLC)
  3. stirringThe reaction was stirred for an additional 3 hours
  4. washAfter washing with acid and brine
  5. concentrationthe solvent was concentrated
  6. customgave an oil which
  7. distillationwas distilled under vacuum (160°-165° C. at 0.5 mm)

출처 및 근거

ORD 기록
ord-d969d0c05ac54f4e988d2585848262ab
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04895865

반응 노트

불러오는 중…