Cyclododecanol → Cyclododecane, propoxy-

HRID 36468

Reaktionsgleichung

Reaktionsgleichung von HRID 36468
[CH:1]1([OH:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.I[CH2:15][CH2:16][CH3:17].[H-].[Na+]>>[CH2:15]([O:13][CH:1]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:16][CH3:17]

Komponenten

4

Edukt 3

HCID 15595CyclododecanolHCID 24758Sodium hydrideHCID 336431-Iodopropane

Produkt 1

HCID 105765Cyclododecane, propoxy-

Versuchsvorschrift

Cyclododecanol (2.6 g, 14.11 mmol), 1-iodopropane (1.74 g, 102.54 mmol), and 60% sodium hydride in mineral oil (750.0 mg, 18.75 mmol) prepared as in Example 1 were strongly refluxed for 3 hours. A 3.0 g sample (94.0%) was isolated as in Example 1. GC showed 99% one component; bp 69°-71° C. at 0.09 mm. IR (neat, cm-1) 2955, 2882, 1485, 1460, 1350, 1105 (C-O-C); 13C NMR (ppm, CDC13) 77.02 (α-ring carbon), 70.32 (α-chain carbon), 29.18, 24.94, 24.49, 23.39, 20.98, 10.82. Anal calcd for C15H30O:C,79.58, H,13.36. Found: C,79.55; H,13.42.

Aufarbeitung

  1. temperaturewere strongly refluxed for 3 hours
  2. customA 3.0 g sample (94.0%) was isolated as in Example 1

Quellen und Nachweise

ORD-Eintrag
ord-79352fb5abc6410f9395b2c198a2e2ad
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05414142

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