تفاعل #486890

معادلة التفاعل

Benzyl acrylate

HMPT

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1

المردود 52.0%

Dibenzyl 2-Methylenepentanedioate

المردود 52.0%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto maintain a temperature of 5°-10° C
2. 2
   workup.ADDITIONOnce addition
3. 3
   أخرىwas removed
4. 4
   workup.ADDITIONThe clear yellow liquid was added directly to a silica gel column (4 cm*40 cm)
5. 5
   غسيلeluted with a gradient (19:1-9:1) solvent system (hexane/EtOAc)
6. 6
   workup.ADDITIONThe fractions containing the desired material
7. 7
   أخرىevaporated

الإجراء التجريبي

Benzyl acrylate (19.4 g, 120 mmol) was cooled in a two neck 250 ml round bottom flask to approximately 5° C. To this was added dropwise HMPT (2.14 g, 133.1 mmol) at such a rate as to maintain a temperature of 5°-10° C. Once addition was complete the ice/water bath was removed and the mixture allowed to warm to room temperature. Stirring was continued overnight. The clear yellow liquid was added directly to a silica gel column (4 cm*40 cm) and eluted with a gradient (19:1-9:1) solvent system (hexane/EtOAc). The fractions containing the desired material were combined and evaporated to give 1 (10.1 g, 52%) as a clear and colorless liquid. TLC Rf 0.26 (9:1, Hex./EtOAc)

المصدر