2-Nitrophenol → 1-(3-Methoxypropoxy)-2-nitrobenzene

HRID 1712247노트

반응식

HRID 1712247 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].Cl[CH2:12][CH2:13][CH2:14][O:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:16][O:15][CH2:14][CH2:13][CH2:12][O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 1189271-Chloro-3-methoxypropane

생성물 1

HCID 685007031-(3-Methoxypropoxy)-2-nitrobenzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A suspension of 2.00 g of 2-nitrophenol, 1.72 g of 1-chloro-3-methoxypropane and 3.04 g potassium carbonate in 20 ml of N,N-dimethylformamide is stirred at reflux over 23 hours. The reaction mixture is concentrated by evaporation. The residue is partitioned between ethyl acetate and a 9:1 water/brine mixture. The water phase is extracted using ethyl acetate (2×). The organic phases are washed with brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a yellow oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.33 (1:2 EtOAc-heptane); Rt=4.08.

후처리

  1. temperatureat reflux over 23 hours
  2. concentrationThe reaction mixture is concentrated by evaporation
  3. customThe residue is partitioned between ethyl acetate
  4. extractionThe water phase is extracted
  5. washThe organic phases are washed with brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-84d3c8ca519a4b9a960691760dab3ee0
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790715B2

반응 노트

불러오는 중…