Water → Methyl 4-(hydroxymethyl)cinnamate

HRID 2082571Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2082571
[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-47e771eab5a54f59994575d78fcbd563
Quelldatensatz
uspto-grants-1993_02
Patentnummer
US05189211

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