Reacción #1869208

Ecuación de reacción

(3S)-pyrrolidin-3-ol

(2-hydroxyphenyl)acetic acid

→

subtitled compound

Rendimiento 46.3%

(3S)-1-[(2-Hydroxyphenyl)acetyl]pyrrolidin-3-ol

Rendimiento 46.3%

Disolventes

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred at room temperature overnight
2. 2
   OtroThe reaction mixture was partitioned between ethyl acetate and H2O
3. 3
   SecadoThe organic layer was dried over Na2SO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was purified by silica gel flash chromatography (0-3% methanol in dichloromethane)

Procedimiento

A mixture of (2-hydroxyphenyl)acetic acid (304 mg, 2.0 mmol) and N,N′-carbonyldiimidazole (405 mg, 2.5 mmol) in DMF (5 nL) was stirred at room temperature for 45 min. A solution of (3S)-pyrrolidin-3-ol (435 mg, 5.0 mmol) in DMF (1.5 mL) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-3% methanol in dichloromethane) to give the subtitled compound (205 mg).

Fuente