Tetrahydrofuran → Formic acid (2-formylamino-5-methoxybenzyl)ester

HRID 350608

Reaktionsgleichung

Reaktionsgleichung von HRID 350608
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][OH:11].C([CH2:14][O:15]C=O)#N.[O:18]1CCC[CH2:19]1>>[CH:14]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][O:11][CH:19]=[O:18])=[O:15]

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 4205685(Formyloxy)acetonitrileHCID 13756678(2-Amino-5-methoxyphenyl)methanol

Produkt 1

HCID 86596179Formic acid (2-formylamino-5-methoxybenzyl)ester

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 7.00 g of (2-amino-5-methoxyphenyl)methanol, 9.8 ml of formic acid cyanomethyl ester and 0.05 g of 4-N,N-(dimethylamino)pyridine in 30 ml of anhydrous tetrahydrofuran was heated for 5 hours under reflux. The solution was then concentrated by evaporation in vacuo and the residue was taken up in 100 ml of ethyl acetate. Crystals formed on cooling the solution to 0° C., which were suction filtered, washed with methanol, and dried in vacuo. 7.20 g (75% of theory) of the title compound were thereby obtained.

Aufarbeitung

  1. temperatureunder reflux
  2. concentrationThe solution was then concentrated by evaporation in vacuo
  3. customCrystals formed
  4. filtrationfiltered
  5. washwashed with methanol
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-277ff5e3f8794036a77bcf51628f651d
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07183274B2

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