تفاعل #1010617

معادلة التفاعل

product

(S)-1-phenylethyl 2-bromo-2-phenylacetate

triethylamine

4,4-difluoropiperidine hydrochloride

→

title compound

المردود 92.4%

(S)-1-phenylethyl 2-(4,4-difluoropiperidin-1-yl)-2-phenylacetate

المردود 92.4%

المذيبات

tetrahydrofuran

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe mixture was stirred for 1 hour at room temperature
2. 2
   غسيلThe cooled mixture was washed with brine
3. 3
   تركيزconcentrated
4. 4
   أخرىpurified by column chromatography (EtOAc-hexane)

الإجراء التجريبي

To a solution of the product from Example 138A (1.00 g, 3.13 mmol) in tetrahydrofuran (20 mL) at room temperature was added triethylamine (1.75 mL, 12.5 mmol) and tetrabutylammonium iodide (0.46 g, 1.25 mmol). The mixture was stirred for 5 minutes and then 4,4-difluoropiperidine hydrochloride (0.74 g, 4.70 mmol) was added as the free base in THF. The mixture was stirred for 1 hour at room temperature and then heated to 55° C. overnight. The cooled mixture was washed with brine, concentrated, then purified by column chromatography (EtOAc-hexane) to provide the title compound (1.04 g, 92% yield).

المصدر