Water → Methyl 4-(hydroxymethyl)cinnamate

HRID 618762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 618762
[CH:1]([C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+].O>CO>[OH:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 53401287Methyl 3-(4-formylphenyl)-2-propenoate

Produkt 1

HCID 54313853Methyl 4-(hydroxymethyl)cinnamateAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-formylcinnamate (5.58 g) in methanol (100 ml) was added sodium borohydride (0.4 g), and the mixture was stirred at room temperature for an hour. The reaction mixture was poured into water and extracted with methylene chloride. The methylene chloride layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. Evaporation of the solvent under reduced pressure gave methyl 4-(hydroxymethyl)cinnamate (5.27 g).

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. washThe methylene chloride layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customEvaporation of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-854f17e8bcd54347b2d1d54c73847ac3
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05955505

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