Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List (E)-4-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]-2-butenoic Acid Ethyl Ester
94844-37-8

(E)-4-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]-2-butenoic Acid Ethyl Ester synthesis

4synthesis methods
-

Yield:94844-37-8 98%

Reaction Conditions:

in toluene at 20 - 50; for 5 h;Inert atmosphere;

Steps:

3.3A

(E)-Ethyl 4-(tert-butyldimethylsilyloxy)but-2-enoate (3A) 2-(Tert-butyldimethylsilyloxy)acetaldehyde (10.0 g, 57.3 mmol) was added to a solution of (2-ethoxy-2-oxoethyl)triphenylphosphorane (20.0 g, 57.4 mmol) in 150 mL toluene, the mixture was stirred at RT overnight and then heated to 50° C. for 5 hrs. Solvents were removed and the residue was suspended in 400 mL of hexane. The solution was filtered, the filtrate was concentrated to give the product 3A as a colorless liquid 13.7 g (98%). 1H NMR (400 MHz, CDCl3) δ ppm 0.08 (s, 6H), 0.92 (s, 9H), 1.30 (t, 3H, 6 Hz), 4.21 (q, 2H, 6 Hz), 4.34 (dt, 2H), 6.09 (dt, 1H), 7.00 (dt, 1H); ESI-MS:m/z 245.3 (M+H)+, HPLC retention time: T=2.737 min (analytical-3).

References:

US8129538,2012,B1 Location in patent:Page/Page column 88