Ammonium formate → 2-(3-Methoxypropoxy)aniline

HRID 1176209노트

반응식

HRID 1176209 반응식
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O.C([O-])=O.[NH4+]>CO.[Pd]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH2:13]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 685007031-(3-Methoxypropoxy)-2-nitrobenzene

생성물 1

HCID 261890962-(3-Methoxypropoxy)aniline

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A suspension of 2.55 g of 1-(3-methoxypropoxy)-2-nitrobenzene, 3.72 g of ammonium formate in 25 ml of methanol is hydrogenated at reflux in the presence of 0.26 g of 10% Pd/C over 1.5 hours. The reaction mixture is cooled and clarified by filtration, and the filtrate is concentrated by evaporation. The residue is dissolved in diethyl ether, washed with water (2×) and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a red oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.30 (1:2 EtOAc-heptane); Rt=2.28.

후처리

  1. temperatureThe reaction mixture is cooled
  2. filtrationclarified by filtration
  3. concentrationthe filtrate is concentrated by evaporation
  4. dissolutionThe residue is dissolved in diethyl ether
  5. washwashed with water (2×) and brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-1b87fe8f97a641bcb766f6c75bb2c49e
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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