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

HRID 746043

반응식

HRID 746043 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-adb57b7dbb454cf5aa6ff90823b47a4f
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04602041

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