Methyl iodide → 2,2,5,5-tetramethyl cyclohexanone

HRID 542904ノート

反応式

HRID 542904 の反応式
[Mg].[CH3:2]I.[CH3:4][CH:5]1[CH2:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7][C:6]1=[O:13]>CCOCC.[Cu]I>[CH3:4][C:5]1([CH3:2])[CH2:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7][C:6]1=[O:13]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 5462224Magnesium2 回HCID 1135552333543-18-9

生成物 1

HCID 148124172,2,5,5-tetramethyl cyclohexanone

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 3283Diethyl Ether溶媒3 回

反応条件

温度
0 °C

実験手順

5.2 g of magnesium shavings are suspended in 100 ml of absolute ether and treated dropwise with 13.5 ml of methyl iodide. After the addition of 100 ml of ether, the mixture is boiled at reflux for a further 3 hours until all magnesium has dissolved. The mixture is cooled to 0° C. and treated with 20.7 g of finely powdered copper (I) iodide. After stirring at 0° C. for 15 minutes, a solution of 10 g of 3,6,6-trimethyl-2-cyclohexanone in 40 ml of ether is added dropwise thereto and the mixture is stirred at 0° C. for a further 4 hours. Thereafter, the yellow suspension is poured into ice/2N hydrochloric acid, extracted several times with ether, the organic phase is dried and evaporated. The residue is distilled in a water-jet vacuum. There are obtained 9 g of 2,2,5,5-tetramethylcyclohexanone as a colorless liquid, b.p. 71°-74° C./15 mm.

後処理

  1. dissolutionhas dissolved
  2. stirringthe mixture is stirred at 0° C. for a further 4 hours
  3. extractionextracted several times with ether
  4. customthe organic phase is dried
  5. customevaporated
  6. distillationThe residue is distilled in a water-jet vacuum

出典と根拠

ORDレコード
ord-6d8270c2174d453f9035e4e4e7d71a2e
出典データセット
uspto-grants-1987_04
特許番号
US04659735

反応ノート

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