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

HRID 131077

반응식

HRID 131077 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 5977192,6-Dinitrophenyl methyl ether수율 95%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2ffdd6d00beb4a21b22b9ccbca05892f
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384789B2

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