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

HRID 1712247ノート

反応式

HRID 1712247 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-84d3c8ca519a4b9a960691760dab3ee0
出典データセット
uspto-grants-2010_09
特許番号
US07790715B2

反応ノート

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