Water → 1,6-Dimethyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde

HRID 1065025

反応式

HRID 1065025 の反応式
[Cl-].[Cl-].C([Al+2])C.[CH3:6][C:7]([CH3:15])=[CH:8][CH2:9][CH2:10][C:11]([CH:13]=[CH2:14])=[CH2:12].[CH3:16][C:17](=[CH:20][CH3:21])[CH:18]=[O:19].O>C1C=CC=CC=1.[Cl-].[Cl-].C([Al+2])C>[CH3:16][C:17]1([CH:18]=[O:19])[CH:20]([CH3:21])[CH2:12][C:11]([CH2:10][CH2:9][CH:8]=[C:7]([CH3:15])[CH3:6])=[CH:13][CH2:14]1

参加物

7

反応物 4

HCID 962WaterHCID 103362-Methyl-2-butenalHCID 31253MyrceneHCID 16686341Ethyl aluminium dichloride

生成物 1

HCID 198615741,6-Dimethyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde収率 44.7%

試薬・触媒・溶媒 2

HCID 16686341Ethyl aluminium dichloride触媒HCID 241Benzene溶媒4 回

反応条件

温度
60 °C

実験手順

A 3-neck reaction vessel is charged with 100 ml benzene and 50 grams of 25% ethyl aluminum dichloride in benzene. A solution containing 320 grams myrcene (85% pure), 170 grams 2-methyl-2-butenal, and 200 ml benzene is fed in at 40°-50° C. over a 1 hour period. The temperature is then raised to 60° C. and held there for 1/2 hour. An additional 10 grams ethyl aluminum dichloride solution mixed with 20 ml benzene is added and heating is continued for an additional 1/2 hour. The mixture is then cooled, water is added and the layers are separated. The organic layer is washed with water and distilled without fractionation to free the material of residue. Redistillation through an 18" Goodloe packed column provides 199 grams of 1,6-dimethyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde (b.p. 105° C., 0.9 mm).

後処理

  1. waitheld there for 1/2 hour
  2. additionis added
  3. temperatureheating
  4. waitis continued for an additional 1/2 hour
  5. temperatureThe mixture is then cooled
  6. customthe layers are separated
  7. washThe organic layer is washed with water
  8. distillationdistilled without fractionation
  9. distillationRedistillation through an 18"

出典と根拠

ORDレコード
ord-e20a5cd40a7b4ec2a305b0ad1fa58edd
出典データセット
uspto-grants-1982_05
特許番号
US04328109

関連ノート

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