Triethyl Phosphate → Cyclooctanemethanol

HRID 1076084

Reaktionsgleichung

Reaktionsgleichung von HRID 1076084
C(OP([O:9][CH2:10][CH3:11])(OCC)=O)C.[CH:12]1[CH2:19][CH2:18]C=[CH:16][CH2:15][CH2:14][CH:13]=1>CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Co+2].C1C=CC=CC=1>[OH:9][CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:19][CH2:18]1

Komponenten

5

Edukt 2

HCID 6535Triethyl PhosphateHCID 8135cis,cis-1,5-Cyclooctadiene

Produkt 1

HCID 77196CyclooctanemethanolAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8696Cobalt octoateKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of 8 millimols of cobalt 2-ethylhexoate and 20 millimols of triethylphosphate in 200 ml. of benzene was treated in an autoclave with 1:1 H2 :CO mixture for one hour at 170° C. and 3,700-114 3,750 psig. The autoclave was cooled and vented, and 250 g. of 1,5-cyclooctadiene was added. This mixture was treated with 1:1 H2 :CO at 145°-185° C. and 1,800-3,000 psig. for 3 hours. Distillation of the reactor effluent gave 203 g. of hydroformylation products boiling at 36°-75° C. at 5 mm. Hg pressure and 79 g. of residue. Reduction of a portion of the distilled oxygenated products over a nickel-based catalyst with hydrogen at elevated temperatures and pressures gave a 90% yield of hydroxymethylcyclooctane.

Aufarbeitung

  1. temperatureThe autoclave was cooled
  2. additionThis mixture was treated with 1:1 H2
  3. customat 145°-185° C.
  4. waitfor 3 hours
  5. distillationDistillation of the reactor effluent
  6. customgave 203 g
  7. customReduction of a portion of the distilled oxygenated products over a nickel-

Quellen und Nachweise

ORD-Eintrag
ord-3db43b21d3ed47d3b2156e3493ca4191
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03954877

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