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

HRID 280665ノート

反応式

HRID 280665 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 136496852,6-Dichloro-4-methylbenzophenone収率 138.8%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-14de5d1e0ec342479d4af37bba743ce8
出典データセット
uspto-grants-1986_05
特許番号
US04590201

反応ノート

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