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67629-62-3

(E)-Methyl 4-(diethoxyphosphoryl)but-2-enoate synthesis

2synthesis methods
-

Yield:67629-62-3 92%

Reaction Conditions:

at 120; for 3 h;

Steps:

1.1.1 Step 1: Synthesis of (E)-methyl 4-(diethoxyphosphoryl)but-2-enoate

Methyl-4-bromocrotonate (85%, 1.40 mL, 12.03 mmol) and triethyl phosphite (2 g, 12.03 mmol) were mixed, and then heated at 120° C. for 3 hours. After the reaction was completed, ethyl bromide as a by-product was removed while heated at 38° C., thereby obtaining (E)-methyl 4-(diethoxyphosphoryl)but-2-enoate (2.6 g, 92%). 1H NMR (400 MHz, CDCl3) δ 6.88 (ddd, 1H, J=15.4, 15.4, 7.8 Hz), 5.96 (dd, 1H, J=15.6, 4.9 Hz), 4.1 (m, 4H), 3.73 (s, 3H), 2.74 (dd, 2H, 22.9, 7.8 Hz), 1.31 (t, 6H, J=7.1 Hz).

References:

US2020/157048,2020,A1 Location in patent:Paragraph 0467-0469