반응 #837286

반응 방정식

p-benzyloxyphenol

NaH

(R)-2-(Toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

→

product

수율 86.7%

(R)-2-(4-Benzyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

수율 86.7%

용매

DMF

DMF

반응 조건

후처리

1. 1
   기타at 0° C
2. 2
   온도cooled to −10° C.
3. 3
   workup.STIRRINGThe mixture was stirred at 92° C. for 5 h
4. 4
   기타ambient temperature overnight
5. 5
   workup.STIRRINGstirred for one h
6. 6
   여과The subsequent mixture was filtered
7. 7
   추출the organic portion was extracted into ether
8. 8
   기타The portion was dried over anhy
9. 9
   농축MgSO4, and concentrated

실험 절차

To p-benzyloxyphenol (7.05 g, 35.2 mmol) was added to a solution of NaH (60% dispersion in oil, 1.70 g, 42.2 mmol) in anhy. DMF (70 mL) at 0° C. The mixture was stirred at ambient temperature for 30 min, then cooled to −10° C. and (R)-2-(Toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (12.5 g, 35.2 mmol) in anhy.DMF (20 mL) was added dropwise over 5 min. The mixture was stirred at 92° C. for 5 h and then ambient temperature overnight. The reaction mixture was poured into ice water and stirred for one h. The subsequent mixture was filtered and the organic portion was extracted into ether. The portion was dried over anhy. MgSO4, and concentrated to afford the product (11.7 g, 86%).

출처