ChemicalBook CAS DataBase List ETHYL 3-ISOCYANATOPROPIONATE

ETHYL 3-ISOCYANATOPROPIONATE synthesis

6synthesis methods

Product Name:ETHYL 3-ISOCYANATOPROPIONATE
CAS Number:5100-34-5
Molecular formula:C6H9NO3
Molecular Weight:143.14

32315-10-9 Synthesis

32315-10-9
413 suppliers
$10.00/1g

4244-84-2 Synthesis

4244-84-2
325 suppliers
$5.00/1g

5100-34-5
78 suppliers
$42.29/1g

Yield:-

Reaction Conditions:

with sodium hydrogencarbonate in dichloromethane at 0 - 20;Inert atmosphere;

Steps:

53.4 Synthesis of ethyl 3-isocyanatopropanoate (5)
β- Alanine ethyl ester HCl (263 mg, 1.71 mmol) in CH₂C1₂ (8 mL) and saturated NaHCO₃ solution (8 mL) was degassed and the vial was cooled in ice water bath. Triphosgene (508 mg, 1.71 mmol) was added in one portion under inert atmosphere at 0 °C. The reaction stirred at 0 °C to RT over 3 hr. The reaction was diluted with water (15 mL), the layers separated and the aqueous layer was extracted with CH₂Cl₂. The combined organic extracts were washed with brine, dried over Na₂S0₄, filtered, and concentrated under reduced pressure to obtain crude 5 (216 mg) as a white crystalline solid. This crude material was directly used for next reaction without purification. 1H NMR (300 MHz, CDCl₃): δ 4.20 (q, 2H), 3.59 (t, 2H), 2.60 (t, 2H), 1.28 (t, 3H).

References:

PHARMAKEA, INC.;HUTCHINSON, John, Howard;LONERGAN, David;ROWBOTTOM, Martin;LAI, Andiliy, Gokching WO2015/77502, 2015, A1 Location in patent:Paragraph 00441