1-Chloro-2,6-dinitrobenzene → 2,6-Dinitrophenyl methyl ether

HRID 131077

反応式

HRID 131077 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH3:14][O-:15].[Na+]>CO.O>[N+:11]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[O:15][CH3:14])([O-:13])=[O:12]

参加物

5

反応物 2

HCID 118141-Chloro-2,6-dinitrobenzeneHCID 10942334Sodium Methoxide

生成物 1

HCID 5977192,6-Dinitrophenyl methyl ether収率 95%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

0.200 g (1.00 mmol) of commercially available 2-chloro-1,3-dinitrobenzene was dissolved in a warm solution of 15 ml methanol and 0.223 g (4.13 mmol) of NaOMe. The reaction was stirred overnight with continued warming. The residue was dissolved in water after evaporation of the solvent. The aqueous solution was extracted with dichloromethane, dried and evaporated under reduced pressure to give 0.187 g of 2,6-dinitroanisole (95%) as yellow flakes. 1H NMR (CDCl3) δ 8.06 (d, J=8.2 Hz, 2H, Ar—H), 7.38 (t, J=8.2 Hz, 1H, Ar—H), 4.09 (s, 3H, O—CH3). 13C NMR (CDCl3) δ 148.0, 129.4, 124.2, 65.1.

後処理

  1. customafter evaporation of the solvent
  2. extractionThe aqueous solution was extracted with dichloromethane
  3. customdried
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-2ffdd6d00beb4a21b22b9ccbca05892f
出典データセット
uspto-grants-2008_06
特許番号
US07384789B2

関連ノート

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