3,4-dihydro-2H-pyran → 2-(5-Bromopentyloxy)tetrahydro-2H-pyran

HRID 358629

Reaktionsgleichung

Reaktionsgleichung von HRID 358629
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[O:8]1[CH:13]=[CH:12][CH2:11][CH2:10][CH2:9]1>P(Cl)(Cl)(Cl)=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][O:8]1

Komponenten

4

Edukt 2

HCID 80803,4-dihydro-2H-pyranHCID 1187091-Pentanol, 5-bromo-

Produkt 1

HCID 27869332-(5-Bromopentyloxy)tetrahydro-2H-pyranAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24813Phosphorus oxychlorideKatalysator

Versuchsvorschrift

Three drops of phosphoryl chloride were added to a stirred mixture of 5-bromopentanol (34.3 g, 205 mmol) and dihydropyran (19.0 g, 226 mmol). After standing for one hour, the mixture was fractionated. Yield 34.7 g, b.p. 102° C. (0.2 bar). Chromatography on alumina eluted with petroleum ether gave the pure title compound (25.1 g, 52% of theory) as an oil.

Aufarbeitung

  1. washChromatography on alumina eluted with petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-fd69aa4689b64c6c9ad67cbdf7ab837b
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997847

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