Potassium Hydroxide → 2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl-4-methoxybenzene

HRID 2227102ノート

反応式

HRID 2227102 の反応式
[CH3:1][C:2]([CH3:23])=[CH:3][CH2:4][CH2:5][C:6]1[CH2:11][CH2:10][CH:9]([CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=O)[CH2:8][CH:7]=1.[OH-].[K+].O.NN>C(O)COCCO>[CH3:1][C:2]([CH3:23])=[CH:3][CH2:4][CH2:5][C:6]1[CH2:11][CH2:10][CH:9]([CH2:12][CH2:13][C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[CH2:8][CH:7]=1

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 867582894-Methoxyphenyl (4-(4-methyl-3-pentenyl)-3-cyclohexenyl)methyl ketone

生成物 1

HCID 184718172-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl-4-methoxybenzene

試薬・触媒・溶媒 1

HCID 8117Diethylene Glycol溶媒

反応条件

温度
125 °C

実験手順

To a solution of ketone 2E (R=4-Methyl-3-pentenyl) (10 g) in diethylene glycol (30 mL) is added potassium hydroxide (4.3 g) and hydrazine hydrate (4.5 mL). The solution is sequentially heated to 100° C., 125° C., and 150° C., all for 30 minutes each, then cooled to room temperature. The reaction mixture is extracted between ethyl ether and water, and the combined organic layers are washed with brine and dried over magnesium sulfate. The solution is concentrated in vacuo, and the product is purified by silica gel filtration using 20:1 hexanes:ethyl acetate as an eluent.

後処理

  1. temperature150° C., all for 30 minutes each, then cooled to room temperature
  2. extractionThe reaction mixture is extracted between ethyl ether and water
  3. washthe combined organic layers are washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe solution is concentrated in vacuo
  6. filtrationthe product is purified by silica gel filtration

出典と根拠

ORDレコード
ord-9beabb29ff9a402cb93a67449f2ebe89
出典データセット
uspto-grants-2002_07
特許番号
US06413448B1

反応ノート

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