2-Methoxyethanol → (2,6-Dichloro-4-nitrophenyl)methanol

HRID 746044

반응식

HRID 746044 반응식
[Cl:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([Cl:13])[C:3]=1[CH2:4]Cl.C[O:15]CCO>O.C(=O)([O-])[O-].[Ag+2]>[Cl:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([Cl:13])[C:3]=1[CH2:4][OH:15]

참가 물질

5

반응물 2

HCID 80192-MethoxyethanolHCID 233113981,3-Dichloro-2-(chloromethyl)-5-nitrobenzene

생성물 1

HCID 23311409(2,6-Dichloro-4-nitrophenyl)methanol

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 962Water용매

실험 절차

A suspension of silver carbonate (560 mg), 2,6-dichloro-4-nitrobenzylchloride (440 mg) in 2-methoxyethanol (9 cm3) and water (9 cm3) were heated at reflux for 18 h. After this time the hot reaction mixture was filtered and the filtrate diluted with dichloromethane (30 cm3) and water (20 cm3). The heterogeneous mixture was shaken, separated and the aqueous phase extracted with dichloromethane (30 cm3). Combined organic extracts were washed with saturated brine, dried and evaporated to leave an orange oil which was purified by chromatography over silica gel with an ethyl acetate--petroleum ether gradient. The title compound was obtained as a cream solid, m.p. 111°-114° C.

후처리

  1. temperaturewere heated
  2. temperatureat reflux for 18 h
  3. filtrationAfter this time the hot reaction mixture was filtered
  4. additionthe filtrate diluted with dichloromethane (30 cm3) and water (20 cm3)
  5. customseparated
  6. extractionthe aqueous phase extracted with dichloromethane (30 cm3)
  7. washCombined organic extracts were washed with saturated brine
  8. customdried
  9. customevaporated
  10. customto leave an orange oil which
  11. customwas purified by chromatography over silica gel with an ethyl acetate

출처 및 근거

ORD 기록
ord-174733046eac4f19baa689f57b0add30
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04602041

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