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

HRID 2227102노트

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HRID 2227102 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8117Diethylene Glycol용매

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온도
125 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9beabb29ff9a402cb93a67449f2ebe89
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06413448B1

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