2-Bromopropane → 3-Methyl-4-isopropoxy-benzofuran-2-carboxylic acid tert-butyl ester

HRID 29352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 29352
[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH:20]([CH3:22])[CH3:21].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH:20]([CH3:22])[CH3:21])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 138494564-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

Produkt 1

HCID 687150563-Methyl-4-isopropoxy-benzofuran-2-carboxylic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (200 mg, 0.8 mmol) in 4 mL of DMF was added 2-bromopropane (0.5 mL), and K2CO3 (200 mg). The mixture was stirred at room temperature overnight. The mixture was washed with brine and extracted with ethyl acetate. The combined ethyl acetate layers were washed with brine. Removal of the solvent gave 176 mg of 3-methyl-4-isopropoxy-benzofuran-2-carboxylic acid tert-butyl ester as colorless crystals.

Aufarbeitung

  1. washThe mixture was washed with brine
  2. extractionextracted with ethyl acetate
  3. washThe combined ethyl acetate layers were washed with brine
  4. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-6b66946759b04db79b8dd1fc18c6e611
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420001B2

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