3,4-dihydro-2H-pyran → 1-(4'-(2-Tetrahydropyranyloxy)phenyl)-3-bromopropane

HRID 2227106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2227106
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][Br:11])=[CH:4][CH:3]=1.[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>ClCCl.P(Cl)(Cl)(Cl)=O>[O:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][Br:11])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 80803,4-dihydro-2H-pyranHCID 11430Potassium CarbonateHCID 148170364-(3-Bromopropyl)phenol

Produkt 1

HCID 184717901-(4'-(2-Tetrahydropyranyloxy)phenyl)-3-bromopropane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24813Phosphorus oxychlorideKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 1-(4′-hydroxyphenyl)-3-bromopropane 3B (3.56 g) in dichloromethane (11 mL) is added dihydropyran (2.3 mL). The reaction mixture is cooled to 0° C., and three drops of phosphorus oxychloride are added. The reaction mixture is stirred in the ice bath for a further two hours, then gradually allowed to warm to room temperature, where it is allowed to stir overnight. To the reaction mixture is then added potassium carbonate (3 g), and the reaction mixture is stirred an additional hour. The solid is then filtered out, and the solvents and residual DHP is removed in vacuo.

Aufarbeitung

  1. temperatureto warm to room temperature
  2. filtrationThe solid is then filtered out
  3. customthe solvents and residual DHP is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3936bb0374a549fba4004c4ecbb16f12
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06413448B1

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