Water → 1-Methoxy-2-methyl-4-nitrobenzene

HRID 866006

反応式

HRID 866006 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].F[B-](F)(F)F.[O:15]=[N+:16]=[O:17].O>ClCCl>[CH3:1][C:2]1[CH:7]=[C:6]([N+:16]([O-:17])=[O:15])[CH:5]=[CH:4][C:3]=1[O:8][CH3:9]

参加物

5

反応物 3

HCID 962WaterHCID 336372-MethylanisoleHCID 11073463Nitronium tetrafluoroborate

生成物 1

HCID 6435201-Methoxy-2-methyl-4-nitrobenzene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Methylanisole (20 g) in 500 ml dichloromethane chilled in an ice bath is treated with 27.2 g of nitronium tetrafluoroborate and stirred two days. The mixture is poured into water, the layers are separated, and the aqueous phase is washed with dichloromethane. The combined organic layers are dried, filtered, stripped, and chromatographed on silica gel with 9:1 to 8:2 hexane:ethyl acetate to give 2-methyl-4-nitroanisole. NMR (CDCl3): δ2.3 (3H,s), 3.9 (3H,s), 6.9 (1H,d), 8.0 (1H,d), 8.1 (1H,d of d).

後処理

  1. customthe layers are separated
  2. washthe aqueous phase is washed with dichloromethane
  3. customThe combined organic layers are dried
  4. filtrationfiltered
  5. customchromatographed on silica gel with 9:1 to 8:2 hexane

出典と根拠

ORDレコード
ord-2a846899eb76410098f234781abe39dc
出典データセット
uspto-grants-1996_10
特許番号
US05569674

関連ノート

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