Tetrahydrofuran → 4-[2-(p-Cyanophenyl)ethyl]cyclohexanecarboxaldehyde

HRID 247680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247680
C[O:2][CH:3]=[C:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)[CH2:6][CH2:5]1.O1CCCC1>O>[C:16]([C:15]1[CH:18]=[CH:19][C:12]([CH2:11][CH2:10][CH:7]2[CH2:8][CH2:9][CH:4]([CH:3]=[O:2])[CH2:5][CH2:6]2)=[CH:13][CH:14]=1)#[N:17]

Komponenten

4

Edukt 2

HCID 8028TetrahydrofuranHCID 20159862p-[2-(4-Methoxymethylenecyclohexyl)ethyl]benzonitrile

Produkt 1

HCID 196954904-[2-(p-Cyanophenyl)ethyl]cyclohexanecarboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 23.5 of p-[2-(4-methoxymethylenecyclohexyl)ethyl]benzonitrile and 300 ml of tetrahydrofuran/2N hydrochloric acid (vol. 4:1) was boiled at reflux while gassing with nitrogen for 30 minutes. The cooled reaction mixture was poured into 450 ml of water and extracted three times with 300 ml of diethyl ether each time. The organic phases were washed with 200 ml of water, dried over sodium sulphate and concentrated in vacuo at 50° C. There were obtained 21.9 g of 4-[2-(p-cyanophenyl)ethyl]cyclohexanecarboxaldehyde (trans/cis=4:1) as a colourless oil; Rf-value (methylene chloride) 0.3.

Aufarbeitung

  1. temperatureat reflux
  2. customThe cooled reaction mixture
  3. extractionextracted three times with 300 ml of diethyl ether each time
  4. washThe organic phases were washed with 200 ml of water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-61e97790c0b64d759bd04e03fa713c01
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04709030

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