Toluene → 5-Isopropyl-1,3-dimethyl-bicyclo[3.2.1]oct-3-en-2-one

HRID 638791

反応式

HRID 638791 の反応式
[CH3:1][C:2]1[C:3](=[O:14])[C:4]([CH3:13])([CH2:8][CH:9]=C(C)C)[CH2:5][CH2:6][CH:7]=1.C([Al](Cl)Cl)C.[NH4+].[Cl-].[C:22]1(C)[CH:27]=CC=C[CH:23]=1>>[CH:22]([C:6]12[CH2:5][C:4]([CH3:13])([CH2:8][CH2:9]1)[C:3](=[O:14])[C:2]([CH3:1])=[CH:7]2)([CH3:27])[CH3:23]

参加物

5

反応物 4

HCID 1140TolueneHCID 11237Ethylaluminum dichlorideHCID 25517Ammonium ChlorideHCID 115792582,6-Dimethyl-6-(3-methyl-but-2-enyl)-cyclo-hex-2-enone

生成物 1

HCID 450987025-Isopropyl-1,3-dimethyl-bicyclo[3.2.1]oct-3-en-2-one収率 90%

実験手順

To a solution of 2,6-dimethyl-6-(3-methyl-but-2-enyl)-cyclohex-2-enone (5.00 g, 26.04 mmol) in toluene (40 ml) was added dropwise neat EtAlCl2 (97%, 1.5 eq., 4.96 g, 39.06 mmol). During the addition, the temperature was kept below 10° C. The brown mixture was kept at room temperature over night and was then poured on icecold saturated NH4Cl. The mixture was extracted with MTBE, washed with brine, dried (MgSO4) and concentrated in vacuo. The residue was distilled bulb to bulb to yield 4.50 g (90%) of an colorless oil.

後処理

  1. additionDuring the addition
  2. customwas kept below 10° C
  3. waitThe brown mixture was kept at room temperature over night
  4. extractionThe mixture was extracted with MTBE
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. distillationThe residue was distilled bulb to bulb

出典と根拠

ORDレコード
ord-46c8f7c24d3c44b4b8e49d55ad04b40d
出典データセット
uspto-grants-2010_04
特許番号
US07691802B2

関連ノート

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