Reaktion #475457

Reaktionsgleichung

benzyl chloroformate

8-bromo-6-methyl-3,4-dihydro-2H-benzo[1,4]oxazine

pyridine

HCl

→

8-bromo-6-methyl-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid benzyl ester

Ausbeute 96.0%

Lösungsmittel

dichloromethane

dichlormethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe layers were separated
2. 2
   Waschenthe organic phase was washed with water (50 mL×2)
3. 3
   Trocknendried (Na2SO4)
4. 4
   Einengenconcentrated

Vorschrift

A solution of benzyl chloroformate (1.32 g, 0.008 mol) in dichloromethane (20 mL) was added dropwise under nitrogen to an ice-cold solution of 8-bromo-6-methyl-3,4-dihydro-2H-benzo[1,4]oxazine (1.78 g, 0.007 mol) and pyridine (1.06 g, 0.013 mol) in dichlormethane (40 mL). After 1 hour at ambient temperature, a 10% aqueous HCl solution was added. The layers were separated and the organic phase was washed with water (50 mL×2), dried (Na2SO4) and concentrated to give 8-bromo-6-methyl-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid benzyl ester as a colorless oil (2.34 g, 96%) which was used in the step 2 without purification.

Quelle