3,4-dihydro-2H-pyran → 2-(4-bromo-3-methylphenoxy)tetrahydro-2H-pyran

HRID 273367

Reaktionsgleichung

Reaktionsgleichung von HRID 273367
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1>ClCCl.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15][O:10]2)=[CH:4][C:3]=1[CH3:9]

Komponenten

5

Edukt 2

HCID 80803,4-dihydro-2H-pyranHCID 728574-Bromo-m-cresol

Produkt 1

HCID 231118382-(4-bromo-3-methylphenoxy)tetrahydro-2H-pyranAusbeute 104,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)KatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-bromo-3-methylphenol (4.72 g, 25.2 mmol), 3,4-dihydro-2H-pyran (3.18 g, 37.8 mmol) and pyridinium p-toluenesulfonate (0.628 g, 2.50 mmol) in dichloromethane (100 mL) was stirred at room temperature for 24 hrs. The reaction mixture was washed with water, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (7.11 g, including unreacted 3,4-dihydro-2H-pyran) as a yellow oil.

Aufarbeitung

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0b72634dd7964a618505719e779f1f36
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456218B2

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