Hydrochloric Acid → 1,3-Dichloro-2-(chloromethyl)-5-nitrobenzene

HRID 746043

反応式

HRID 746043 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([Cl:11])[C:3]=1[CH3:12].CO.[Cl:15][O-].[Na+].Cl>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([Cl:11])[C:3]=1[CH2:12][Cl:15]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2516701,3-Dichloro-2-methyl-5-nitrobenzeneHCID 23665760Sodium Hypochlorite

生成物 1

HCID 233113981,3-Dichloro-2-(chloromethyl)-5-nitrobenzene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2,6-dichloro-4-nitrotoluene (2.0 g 9.7 mmol) in tetrahydrofuran: methanol mixture (20:11 cm3) was added slowly to a vigorously stirred solution of 10-14% aqueous sodium hypochlorite (15 cm3) at 0° C. After 3.75 h at this temperature, the mixture was poured into dilute hydrochloric acid and then extracted with chloroform (30 cm3). The organic extract was dried and evaporated to yield an organge oil which was purified by flash chromatography over silica gel eluting with an ethyl acetate-petroleum ether gradient. The title compound was obtained as a pale orange solid, m.p. 37°-9° C. (1.8 g).

後処理

  1. extractionextracted with chloroform (30 cm3)
  2. extractionThe organic extract
  3. customwas dried
  4. customevaporated
  5. customto yield an organge oil which
  6. customwas purified by flash chromatography over silica gel eluting with an ethyl acetate-petroleum ether gradient

出典と根拠

ORDレコード
ord-adb57b7dbb454cf5aa6ff90823b47a4f
出典データセット
uspto-grants-1986_07
特許番号
US04602041

関連ノート

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