Lithium Chloride → HCID 21093754, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:24]([O-:26])=[O:25])[C:5]([O:22]C)=[C:6]([CH:21]=1)[CH:7]=[C:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]1.[Cl-].[Li+]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]([N+:24]([O-:26])=[O:25])[C:5]([OH:22])=[C:6]([CH:21]=1)[CH:7]=[C:8]1[CH2:9][CH2:10][N:11]([C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])[CH2:12][CH2:13]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
A mixture of tert-butyl 4-(5-bromo-2-methoxy-3-nitrobenzylidene)piperidine-1-carboxylate (2.5 g, 5.9 mmol) and lithium chloride (1 g) in anhydrous N,N-dimethylformamide was stirred at 120° C. for 4 h. It was allowed to cool to room temperature and evaporated in vacuo. The residue was treated with water (50 mL) and extracted with diethyl ether (2×100 mL). The combined organic layers was washed with water (50 mL) and dried (Na2SO4). Evaporation of solvent gave the title compound as a crude oil (2.1 g).