Hydrochloric Acid → 4-(2-Hydroxy-3,4-dimethoxy-phenyl)-indan-1-one

HRID 2171011Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171011
[CH3:1][O:2][C:3]1[C:4]([O:21]COC)=[C:5]([C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH2:13][CH2:14][C:15]3=[O:20])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl>CO>[OH:21][C:4]1[C:3]([O:2][CH3:1])=[C:8]([O:9][CH3:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH2:13][CH2:14][C:15]2=[O:20]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 866775744-(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-indan-1-one

Produkt 1

HCID 674668064-(2-Hydroxy-3,4-dimethoxy-phenyl)-indan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a stirring solution of 4-(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-indan-1-one (1.6 g, 4.87 mmol) in methanol (15 mL) at 0° C., was added concentrated hydrochloride acid (3 mL) and the resultant reaction mixture was stirred at 50° C. for 15 min. The reaction mixture was concentrated under reduced pressure and basified with aq sodium bicarbonate solution extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by washing with ether to afford the title compound as a solid.

Aufarbeitung

  1. customthe resultant reaction mixture
  2. concentrationThe reaction mixture was concentrated under reduced pressure and basified with aq sodium bicarbonate solution
  3. extractionextracted with ethyl acetate (3×)
  4. washThe combined ethyl acetate layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified
  8. washby washing with ether

Quellen und Nachweise

ORD-Eintrag
ord-5e129c83fb604004b284a3d3f3b832fe
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051290B2

Notizen zur Reaktion

Wird geladen…