Diphosgene → HCID 57853898, Verbindung

Reaktionsgleichung

[C:1]([O:5][C:6](=[O:17])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][OH:15])=[C:9]([NH2:16])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[O:18]=[C:19](Cl)OC(Cl)(Cl)Cl>C1COCC1.ClCCl>[C:1]([O:5][C:6]([C:7]1[CH:12]=[CH:11][C:10]2[CH2:13][CH2:14][O:15][C:19](=[O:18])[NH:16][C:9]=2[CH:8]=1)=[O:17])([CH3:4])([CH3:2])[CH3:3]

Komponenten

Versuchsvorschrift

To a stirring solution of 3-amino-4-(2-hydroxy-ethyl)-benzoic acid tert-butyl ester (2.1 g, 8.86 mmol) in THF (150 mL) and dichloromethane (50 mL) at 0° C. was added diphosgene (0.65 mL, 5.38 mmol) all at once. The reaction turned milky and became clear after 1 minute. The reaction was warmed to room temperature and stirred for 150 minutes. The solvent evaporated to provide 6-oxo-5,6,8,9-tetrahydro-7-oxa-5-aza-benzocycloheptene-3-carboxylic acid tert-butyl ester: MS (m/e) 264 (M+1).