1-Hydroxy-5-methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-2,6,8-nonatriene → 5-Methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-nona-2,6,8-trienal

HRID 1596029ノート

反応式

HRID 1596029 の反応式
[OH:1][CH2:2][CH:3]=[C:4]([CH3:23])[CH2:5][CH:6]([O:21][CH3:22])[CH:7]=[C:8]([CH3:20])[CH:9]=[CH:10][C:11]1[C:16]([CH3:18])([CH3:17])[CH2:15][CH2:14][CH2:13][C:12]=1[CH3:19]>C(Cl)Cl.CCOCC.[O-2].[O-2].[Mn+4]>[CH3:22][O:21][CH:6]([CH:7]=[C:8]([CH3:20])[CH:9]=[CH:10][C:11]1[C:16]([CH3:18])([CH3:17])[CH2:15][CH2:14][CH2:13][C:12]=1[CH3:19])[CH2:5][C:4]([CH3:23])=[CH:3][CH:2]=[O:1]

参加物

5

反応物 1

HCID 850402931-Hydroxy-5-methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-2,6,8-nonatriene

生成物 1

HCID 850645145-Methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-nona-2,6,8-trienal収率 91%

試薬・触媒・溶媒 3

HCID 178418406HCID 178418406、化合物触媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

1.34 g (4.2 mmol) of 1-hydroxy-5-methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-2,6,8-nonatriene (IV) was dissolved in 40 ml of methylene chloride, to which was then added 3.66 g (42 mmol) of manganese dioxide and the mixture was stirred at an ambient temperature for 24 hours. After the resulting mixture was diluted with an ether, it was dried over anhydrous magnesium sulfate and filtered, followed by evaporation of the solvent to obtain 5-methoxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-nona-2,6,8-trienal (V) as a mixture of E and Z isomers in a yield of 91%.

後処理

  1. dry with materialwas dried over anhydrous magnesium sulfate
  2. filtrationfiltered
  3. customfollowed by evaporation of the solvent

出典と根拠

ORDレコード
ord-e8e7b94d189e4abd86aa6641db6badfe
出典データセット
uspto-grants-2001_09
特許番号
US06288283B1

反応ノート

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