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ChemicalBook CAS DataBase List 2-Propenoic acid 2-(2-naphthalenylthio)ethyl ester

2-Propenoic acid 2-(2-naphthalenylthio)ethyl ester synthesis

2synthesis methods
-

Yield:897049-32-0 33 %

Reaction Conditions:

with triethylamine in tetrahydrofuran at 10 - 20;Cooling with ice;

Steps:

1.2 Step (2):

In a 200 mL 3-necked flask, 11.7 g of 2-naphthalenylthioethanol, 8.7 g (86 mmol) of triethylamine,Charge 100 mL of dehydrated tetrahydrofuran,The mixture was cooled to below 10°C with an ice bath while stirring.After 6.3 g (70 mmol) of acryloyl chloride was added dropwise over 30 minutes, the mixture was stirred at 10° C. or lower for 3 hours, returned to room temperature, and further stirred overnight. 50 mL of aqueous HCl (1M) was added and stirred for an additional 30 minutes. After that, it was extracted with ethyl acetate, and the organic layer wasIt was washed with saturated multistory water and saturated brine in this order. Perform silica gel column purification (developing solvent: ethyl acetate / hexane = 1/4),5.2 g of compound (E-1) (pale yellow liquid) was obtained.Yield was 33%. The refractive index nD of the obtained compound (E-1) was 1.616.

References:

JP7056141,2022,B2 Location in patent:Paragraph 0123; 0126-0128