Potassium Carbonate → benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate

HRID 377570Notizen

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C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[O:17][CH2:16][N:15]([C:18]([CH3:30])([CH3:29])[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[C:14](=[O:31])[C:13]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)(=O)C>O.CO>[OH:10][CH2:11][C:12]1[O:17][CH2:16][N:15]([C:18]([CH3:30])([CH3:29])[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[C:14](=[O:31])[C:13]=1[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 19354621benzyl 2-(6-acetoxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate

Produkt 1

HCID 19354618benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoateAusbeute 103,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of potassium carbonate (0.96 g) in water was added in portions to a stirred solution of benzyl 2-(6-acetoxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (2.70 g) in methanol at 0° C. The mixture was stirred at ambient temperature for 1 hour and the solvent was evaporated under reduced pressure. The residue was acidified with 2 M hydrochloric acid, extracted with diethyl ether, the extract was dried (magnesium sulphate) and the solvent evaporated under reduced pressure to give benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (2.51 g) as a yellow gum, NMR (CDCl3) 1.6(s,6H), 4.15(s,2H), 5.1(s,2H), 5.3(s,2H), 7.26-7.42(m,10H).

Aufarbeitung

  1. customthe solvent was evaporated under reduced pressure
  2. extractionextracted with diethyl ether
  3. dry with materialthe extract was dried (magnesium sulphate)
  4. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b0c513d3445c40e39356cd76a9895888
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06028032

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