Water → 2-Ethoxy-3-(4-hydroxy-2-nitrophenyl)propanoic acid methyl ester

HRID 987266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 987266
[CH3:1][O:2][C:3](=[O:26])[CH:4]([O:23][CH2:24][CH3:25])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[CH:8][C:7]=1[N+:20]([O-:22])=[O:21].CSC.B(F)(F)F.CCOCC.O>ClCCl>[CH3:1][O:2][C:3](=[O:26])[CH:4]([O:23][CH2:24][CH3:25])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[N+:20]([O-:22])=[O:21]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1068Dimethyl SulfideHCID 8000Boron trifluoride etherateHCID 538566552-Ethoxy-3-(4-benzyloxy-2-nitrophenyl)propanoic acid methyl ester

Produkt 1

HCID 538988402-Ethoxy-3-(4-hydroxy-2-nitrophenyl)propanoic acid methyl esterAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-Ethoxy-3-(4-benzyloxy-2-nitrophenyl)propanoic acid methyl ester (1.5 g; 4.06 mmole) was dissolved in dichloromethane (8 ml) and dimethylsulfide (8 ml) was added. Boron trifluoride diethyl etherate (5.0 ml; 40.6 mmole) was added under stirring. The reaction mixture was stirred at room temperature for 4 hours and then poured into water and more dichloromethane was added. The phases were separated and the organic phase was washed with water and brine and dried with magnesium sulfate. Evaporation to remove the solvent gave 1.04 g (95% yield) of 2-ethoxy-3-(4-hydroxy-2-nitrophenyl)propanoic acid methyl ester.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 4 hours
  2. additionwas added
  3. customThe phases were separated
  4. washthe organic phase was washed with water and brine
  5. dry with materialdried with magnesium sulfate
  6. customEvaporation
  7. customto remove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-61bb798f6fec47ba9c11000f3914bff2
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06630600B1

Notizen zur Reaktion

Wird geladen…