反应详情

(2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)-acetic acid (276 mg, 0.99 mmol) is dissolved under an atmosphere of argon in DMF (3 ml). 1,1-Carbonyl diimidazole (177 mg, 1.09 mmol) is added, and the clear solution is stirred at RT for 3 h. A conc. aqueous solution of ammonia (25%, 6 ml) is added, and stirring is continued for 10 minutes at RT. TLC analysis indicates complete consumption of starting material. The reaction mixture is poured on water. The aqueous layer is extracted with EtOAc, which is then washed with brine and dried over Na2SO4. After removal of solvent, the residue is found to be pure title compound, with no need of purification. 1H NMR (d6-DMSO, 400 MHz): δ 2.18 (s, 6H), 3.53 (s, 2H), 4.08 (s, 2H), 6.96-7.08 (br, 2H), 7.48-7.68 (m, 2H), 7.78-7.86 (m, 2H), 7.96-8.00 (d, J=10 Hz, 1H). ES+-MS: 277.3, 279.2 [M+H]+.

1. stirringstirring
2. waitis continued for 10 minutes at RT
3. customconsumption of starting material
4. additionThe reaction mixture is poured on water
5. extractionThe aqueous layer is extracted with EtOAc, which
6. washis then washed with brine
7. dry with materialdried over Na2SO4
8. customAfter removal of solvent
9. customwith no need of purification