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

HRID 1012125ノート

反応式

HRID 1012125 の反応式
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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-ce0fe3637ff34fada82e46e16fba09fb
出典データセット
uspto-grants-2011_07
特許番号
US07977477B2

反応ノート

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