3-Chloropropionyl chloride → 6-(3-Chloropropionyl)-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

HRID 346273

反応式

HRID 346273 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][CH2:7][C:8](Cl)=[O:9].[CH3:11][C:12]1([CH3:24])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH3:23])([CH3:22])[CH2:14][CH2:13]1>C(Cl)Cl>[Cl:5][CH2:6][CH2:7][C:8]([C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[C:15]([CH3:23])([CH3:22])[CH2:14][CH2:13][C:12]2([CH3:24])[CH3:11])=[O:9]

参加物

5

反応物 3

HCID 693643-Chloropropionyl chlorideHCID 811861,1,4,4-TetramethyltetralinHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 147265116-(3-Chloropropionyl)-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

73.5 g (0.55 mole) of anhydrous aluminum chloride were added a little at a time, at 0°-5° C., to a solution of 70 g (0.55 mole) of 3-chloropropionyl chloride in 200 ml of methylene chloride, after which a solution of 94 g (0.5 mole) of 1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene in 200 ml of methylene chloride was added dropwise at the same temperature. The mixture was stirred overnight at room temperature, poured onto 1 1 of ice/water and extracted with 3 times 300 ml of methylene chloride. The combined organic phases were washed with saturated sodium bicarbonate solution and water, dried over magnesium sulfate and evaporated down. 138 g of 6-(3-chloropropionyl)-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene remained as an oil. The structure was determined by H-NMR spectroscopy.

後処理

  1. extractionextracted with 3 times 300 ml of methylene chloride
  2. washThe combined organic phases were washed with saturated sodium bicarbonate solution and water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated down

出典と根拠

ORDレコード
ord-4ce948ad21194626948f969cb4a53af4
出典データセット
uspto-grants-1991_10
特許番号
US05061705

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