تفاعل #2314284

ord-9beabb29ff9a402cb93a67449f2ebe89

معادلة التفاعل

COc1ccc(C(=O)CC2CC=C(CCC=C(C)C)CC2)cc1
ketone
COc1ccc(C(=O)CC2CC=C(CCC=C(C)C)CC2)cc1
4-Methoxyphenyl (4-(4-methyl-3-pentenyl)-3-cyclohexenyl)methyl ketone
[K+].[OH-]
potassium hydroxide
NN.O
hydrazine hydrate
COc1ccc(CCC2CC=C(CCC=C(C)C)CC2)cc1
2-(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)ethyl-4-methoxybenzene

المذيبات

ظروف التفاعل

درجة الحرارة
125°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارة150° C., all for 30 minutes each, then cooled to room temperature
  2. 2
    استخلاصThe reaction mixture is extracted between ethyl ether and water
  3. 3
    غسيلthe combined organic layers are washed with brine
  4. 4
    تجفيفdried over magnesium sulfate
  5. 5
    تركيزThe solution is concentrated in vacuo
  6. 6
    ترشيحthe product is purified by silica gel filtration

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06413448B1uspto-grants-2002_07