反应详情

3-nitro-5-methoxybenzoic acid (900 mg; 4.57 mmol; 1 eq; commercially available IMPAMEX) is dissolved in THF (5 mL) at room temperature. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.05 g; 5.48 mmol; 1.2 eq) and 1-hydroxybenzotriazole hydrate (987 mg; 7.3 mmol; 1.6 eq) are added in DCM (20 mL). The reaction mixture is stirred at room temperature for 25 min before adding morpholine (795.44 mg; 9.13 mmol; 2 eq). After 3 h, the reaction mixture is quenched with water and the organic phase recovered and washed with citric acid (5%). The aqueous phase is extracted with DCM. The organic phase is dried over MgSO4, and the solvent is evaporated under reduced pressure to afford 1.2 g (99%) as a yellow solid. The next step is carried out directly on the crude material. LC/MS: (ES+): 267.3; (ES−): 265.3.

1. waitAfter 3 h
2. customthe reaction mixture is quenched with water
3. customthe organic phase recovered
4. washwashed with citric acid (5%)
5. extractionThe aqueous phase is extracted with DCM
6. dry with materialThe organic phase is dried over MgSO4
7. customthe solvent is evaporated under reduced pressure
8. customto afford 1.2 g (99%) as a yellow solid