Tetrahydrofuran → methyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate

HRID 1021484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1021484
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1.[CH2:15]1COCC1>CO.S(=O)(=O)(O)O.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:12]([O:14][CH3:15])=[O:13])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

Komponenten

7

Edukt 2

HCID 8028TetrahydrofuranHCID 670802337-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid

Produkt 1

HCID 67080260methyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylateAusbeute 98,7 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 1118Sulfuric AcidKatalysatorHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

7-Fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid (346 mg, 1.76 mmol) was diluted with (THF) 2 mL, methanol (2 mL) and 4 drops of sulfuric acid. The reaction was heated at 55° C. and stirred for 12 hours. The reaction was cooled to ambient temperature, diluted with ethyl acetate and saturated sodium bicarbonate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (366 mg, 98.7% yield).

Aufarbeitung

  1. temperatureThe reaction was cooled to ambient temperature
  2. customThe layers were separated
  3. dry with materialthe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0855bbd5e06b47bea27e282bf56183ce
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716498B2

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