4-Fluorophenol → 2-(4-fluorophenoxymethyl)-3,4-dihydro-2H-pyran

HRID 905071

Reaktionsgleichung

Reaktionsgleichung von HRID 905071
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].S(O[CH2:22][CH:23]1[CH2:28][CH2:27][CH:26]=[CH:25][O:24]1)(C1C=CC(C)=CC=1)(=O)=O>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:22][CH:23]2[CH2:28][CH2:27][CH:26]=[CH:25][O:24]2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 97324-FluorophenolHCID 24758Sodium hydrideHCID 13071283(3,4-dihydro-2H-pyran-2-yl)methyl 4-methylbenzene-1-sulfonate

Produkt 1

HCID 204769402-(4-fluorophenoxymethyl)-3,4-dihydro-2H-pyranAusbeute 24,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of a solution of 247 mg of p-fluorophenol in 1 ml of dimethylformamide with 87 mg of 55% sodium hydride was stirred at room temperature for 30 minutes. 537 mg of 2-tosyloxymethyl-3,4-dihydro-2H-pyran were then added to the mixture, which was allowed to react at 90° C. for 3 hours. Thereafter, the mixture was treated and the product purified essentially as described in Example 34(a) to give 102 mg of 2-(4-fluorophenoxymethyl)-3,4-dihydro-2H-pyran as a colourless oil.

Aufarbeitung

  1. customto react at 90° C. for 3 hours
  2. additionThereafter, the mixture was treated
  3. customthe product purified essentially

Quellen und Nachweise

ORD-Eintrag
ord-8cb04b93492a4aa497b3647dccf235ea
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04421758

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