Potassium Carbonate → 4-[3-(3-Hydroxy-2,2-dimethyl-propoxy)-2,4-dimethoxy-phenyl]-indan-1-one

HRID 2171145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171145
[OH:1][C:2]1[C:3]([O:20][CH3:21])=[C:4]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:29][C:30]([CH3:34])([CH3:33])[CH2:31][OH:32]>C(#N)C>[OH:32][CH2:31][C:30]([CH3:34])([CH3:33])[CH2:29][O:1][C:2]1[C:3]([O:20][CH3:21])=[C:4]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Komponenten

5

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirring solution of 4-(3-hydroxy-2,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one (80 mg, 0.281 mmol) in acetonitrile (10 mL) was added potassium carbonate (155 mg, 1.124 mmol) and 3-bromo-2,2-dimethyl-propan-1-ol (141 mg, 0.843 mmol) and the resultant reaction mixture was heated to 80° C. for 4 h. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether) to afford the title compound as a solid (20 mg, 20%).

Aufarbeitung

  1. customthe resultant reaction mixture
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether)

Quellen und Nachweise

ORD-Eintrag
ord-272fa39a7b4945179c267a633f1dd72e
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051290B2

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