Hydrochloric Acid → Benzeneundecanol

HRID 1703074Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1703074
B.[C:2]1([CH:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])C(O)=O)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[O:22]1CCC[CH2:23]1>O>[C:2]1([CH2:8][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:23][OH:22])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 8028Tetrahydrofuran2×HCID 211154592-Phenylundecanoic acid

Produkt 1

HCID 11651716Benzeneundecanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 200 ml. of 1 M borane in tetrahydrofuran, cooled in an ice bath under nitrogen, is added dropwise over 35 minutes, a solution of 52.5 g. of phenylundecanoic acid in 150 ml. of tetrahydrofuran. The solution is allowed to stand at room temperature for 5.5 hours and poured onto ice. To the mixture is added 8 ml. of concentrated hydrochloric acid and the mixture is diluted with water to 2.2 liters. The mixture is extracted with ether (ca 500 ml.) and the extracts dried over magnesium sulfate. Concentration in vacuo gives a colorless oil.

Aufarbeitung

  1. additionis added dropwise over 35 minutes
  2. additionpoured onto ice
  3. additionTo the mixture is added 8 ml
  4. extractionThe mixture is extracted with ether (ca 500 ml.)
  5. dry with materialthe extracts dried over magnesium sulfate
  6. concentrationConcentration in vacuo
  7. customgives a colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-1c15409f64484bbdb12da75dc9d6b47b
Quelldatensatz
uspto-grants-1982_09
Patentnummer
US04350822

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