Tetrahydrofuran → 4-(4-Bromophenyl)-cyclohexanecarboxaldehyde

HRID 1975615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975615
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][C:11](=[CH:14][O:15]C)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.O1CCCC1>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][CH:11]([CH:14]=[O:15])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 8028TetrahydrofuranHCID 190979141-Bromo-4-[4-(methoxymethylidene)cyclohexyl]benzene

Produkt 1

HCID 190979014-(4-Bromophenyl)-cyclohexanecarboxaldehydeAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 10.4 g of 1-bromo-4-[4-(methoxymethyli-dene)cyclohexyl]benzene and 100 ml of tetrahydrofuran/2N hydrochloric acid (vol. 4:1) was heated to reflux for 30 minutes in a round flask. Subsequently, the reaction mixture was poured into 100 ml of water and extracted three times with 100 ml of diethyl ether each time. The organic phases were washed with 100 ml of water, dried over magnesium sulphate and concentrated. There were obtained 9.4 g of 4-(4-bromophenyl)cyclohexanecarboxaldehyde as white crystals; trans/cis ratio about 5:3.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 30 minutes in a round flask
  3. extractionextracted three times with 100 ml of diethyl ether each time
  4. washThe organic phases were washed with 100 ml of water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1ccd38fd5d124569bac9e683f3bf82a6
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05288428

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