Methanol → Methyl 2-ethoxy-4,5-dinitrobenzoate

HRID 1012125노트

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HRID 1012125 반응식
S(Cl)(Cl)=O.[N+:5]([C:8]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[C:10]([O:20][CH2:21][CH3:22])[CH:9]=1)([O-:7])=[O:6].[CH3:23]O>>[CH3:23][O:13][C:12](=[O:14])[C:11]1[CH:15]=[C:16]([N+:17]([O-:19])=[O:18])[C:8]([N+:5]([O-:7])=[O:6])=[CH:9][C:10]=1[O:20][CH2:21][CH3:22]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 858173894,5-dinitro-2-ethoxy-benzoic Acid

생성물 1

HCID 71418202Methyl 2-ethoxy-4,5-dinitrobenzoate

실험 절차

Thionyl chloride (315 μl, 4.30 mmol) was slowly added to a mixture of 4,5-dinitro-2-ethoxy-benzoic acid (1.00 g, 3.91 mmol) in methanol (10 mL) at r.t. The mixture was stirred for 16 h, then reduced in vacuo azeotroping with toluene. The residue was then purified by column chromatography using P.E.-EtOAc (1:0-1:1) to give the title compound (606 mg) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 8.55 (s, 1H), 8.00 (s, 1H), 4.35 (q, 2H), 3.85 (s, 3H), 1.35 (t, 3H).

후처리

  1. customazeotroping with toluene
  2. customThe residue was then purified by column chromatography

출처 및 근거

ORD 기록
ord-ce0fe3637ff34fada82e46e16fba09fb
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977477B2

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