Methyl iodide → HCID 53878389、化合物

HRID 2071225

反応式

HRID 2071225 の反応式
C[Mg]I.[Mg].[CH3:5]I.[CH3:7][CH:8]([CH:11]=[CH:12][CH:13]1[C:18]([CH3:20])([CH3:19])[CH2:17][CH2:16][CH:15]=[C:14]1[CH3:21])[CH:9]=[O:10]>CCOCC>[CH3:7][CH:8]([CH:11]=[CH:12][CH:13]1[C:18]([CH3:20])([CH3:19])[CH2:17][CH2:16][CH:15]=[C:14]1[CH3:21])[CH:9]([OH:10])[CH3:5]

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 939523-Butenal, 2-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-HCID 5462224MagnesiumHCID 178418373HCID 178418373、化合物

生成物 1

HCID 53878389HCID 53878389、化合物収率 77.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
30 °C

実験手順

A solution of methylmagnesium iodide, prepared from 11 g of magnesium shavings and 76 g of methyl iodide, in 700 ml of absolute ether is added dropwise at -10° C. under nitrogen to a solution of 62 g of 2-methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-3-butenal in 700 ml of ether. The mixture is stirred for 4 hours at 30° C. and then poured on to an excess of ice-cold ammonium chloride solution. The mixture is extracted with ether in the usual manner, the extract is washed neutral with water and dried over anhydrous sodium sulphate to give, after removal of the solvent, 66 g of a yellow, slightly viscous oil which, after distillation in vacuo, yields 52 g of 3-methyl-5-(2,6,6-trimethyl-2-cyclohexenyl)-4-penten-2-ol; b.p.0.008 = 90°; nD20 = 1.4890. This alcohol has a very fine, tenacious sandalwood odour.

後処理

  1. additionpoured on to an excess of ice-cold ammonium chloride solution
  2. extractionThe mixture is extracted with ether in the usual manner
  3. washthe extract is washed neutral with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customto give
  6. customafter removal of the solvent, 66 g of a yellow, slightly viscous oil which
  7. distillationafter distillation in vacuo

出典と根拠

ORDレコード
ord-d74cf7cee1f44a459642b0b7cd91511f
出典データセット
uspto-grants-1977_09
特許番号
US04046716

関連ノート

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