Hydrochloric Acid → HCID 178511251, Verbindung

HRID 247692

Reaktionsgleichung

Reaktionsgleichung von HRID 247692
[BH4-].[Na+].[C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH:11]=[O:12])[CH2:7][CH2:6]1)#[N:4].Cl>CO.C(OCC)C>[OH:12][CH2:11][C@H:8]1[CH2:9][CH2:10][C@H:5]([C:3]#[N:4])[CH2:6][CH2:7]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 178511250HCID 178511250, Verbindung

Produkt 1

HCID 178511251HCID 178511251, VerbindungAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21864698Diethyl ether methanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

A suspension of 829 mg of sodium borohydride in 20 ml of methanol/diethyl ether (vol. 9:1) was treated dropwise within 5 minutes at 0° C. with a solution of 3.0 g of trans-4-cyanocyclohexanecarboxaldehyde in 30 ml of methanol/diethyl ether (vol. 9:1). The reaction mixture was stirred for a further 2 hours at 10° C., then treated with 10 ml of dilute hydrochloric acid and partitioned in methylene chloride/water. The aqueous phase was extracted three times with methylene chloride. The organic phases were washed twice with water, dried over magnesium sulphate, filtered and concentrated. There were obtained 3.0 g (98%) of trans-4-(hydroxymethyl)cyclohexanecarbonitrile as a colourless oil.

Aufarbeitung

  1. custompartitioned in methylene chloride/water
  2. extractionThe aqueous phase was extracted three times with methylene chloride
  3. washThe organic phases were washed twice with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-25658ef0835a4e17a0aea5913d48d4a1
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04709030

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