반응 #508760

반응 방정식

Trans-cinnamic acid

tetrabutylammonium hydroxide

2-(trimethylsilyl)ethyl 2-(tert-butyl((chloromethoxy)carbonyl)amino)-acetate

→

4-tert-butyl-10,10-dimethyl-3,6-dioxo-2,7-dioxa-4-aza-10-silaundec-1-yl (2E)-3-phenylacrylate

용매

methanol

반응 조건

후처리

1. 1
   기타the methanol is removed
2. 2
   workup.ADDITIONTHF is added
3. 3
   기타The solvent is removed
4. 4
   workup.ADDITIONthe residue is diluted with ether
5. 5
   세척The resulting solution is washed with water and brine
6. 6
   건조The organic layer is dried over magnesium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressure
9. 9
   기타to yield 5.01 g (61%)

실험 절차

Trans-cinnamic acid (23.1 mmol) and 1.0 M tetrabutylammonium hydroxide (22.2 mmol) in methanol are stirred for one hour, and the methanol is removed. THF is added. To this solution is added 2-(trimethylsilyl)ethyl 2-(tert-butyl((chloromethoxy)carbonyl)amino)-acetate (18.5 mmol) and the mixture is stirred at room temperature for 24 hr. The solvent is removed and the residue is diluted with ether. The resulting solution is washed with water and brine. The organic layer is dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield 5.01 g (61%) MS (ESI) m/z 436.3.

출처