Hydrochloric Acid → 2,6-Dichloro-4-methylbenzophenone

HRID 280665노트

반응식

HRID 280665 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4](Cl)=[O:5].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4]([C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:3]=1)=[O:5]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 150651842,6-Dichloro-4-methylbenzoyl chloride

생성물 1

HCID 136496852,6-Dichloro-4-methylbenzophenone수율 138.8%

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
80 °C

실험 절차

An ambient temperature solution of 2,6-dichloro-4-methylbenzoyl chloride (5.5 g, 25 mmol) in benzene (30 ml) was treated in portions with aluminum chloride (3.45 g, 25.9 mmol). When hydrogen chloride evolution ceased, the mixture was heated at 80° C. for 15 hours. The mixture was cooled, quenched by addition of ice and concentrated hydrochloric acid (5 ml), and diluted with diethyl ether (50 ml). The layers were separated and the organic phase washed with water, dried over anhydrous magnesium sulfate, and evaporated to dryness under vacuum. The semisolid residue was chromatographed on a column of silica gel (300 g) eluted with 4:1 (v/v) hexanedichloromethane to provide 4.60 g (69%) 2,6-dichloro-4-methylbenzophenone, m.p. 75.5°-76.5° C.

후처리

  1. temperatureThe mixture was cooled
  2. customquenched by addition of ice and concentrated hydrochloric acid (5 ml)
  3. additiondiluted with diethyl ether (50 ml)
  4. customThe layers were separated
  5. washthe organic phase washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated to dryness under vacuum
  8. customThe semisolid residue was chromatographed on a column of silica gel (300 g)
  9. washeluted with 4:1 (v/v) hexanedichloromethane

출처 및 근거

ORD 기록
ord-14de5d1e0ec342479d4af37bba743ce8
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04590201

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