Pyrrolidine, 1-(1-oxo-2-propynyl)- (9CI) synthesis

2synthesis methods

Product Name:Pyrrolidine, 1-(1-oxo-2-propynyl)- (9CI)
CAS Number:82038-67-3
Molecular formula:C7H9NO
Molecular Weight:123.15

123-75-1 Synthesis

123-75-1
535 suppliers
$10.00/5g

922-67-8 Synthesis

922-67-8
348 suppliers
$6.00/1g

Pyrrolidine, 1-(1-oxo-2-propynyl)- (9CI)

82038-67-3
3 suppliers
$1970.00/5G

Yield:82038-67-3 98%

Reaction Conditions:

in methanol;water at -50; for 5 h;

Steps:

INTERMEDIATE 54; 1 -Propioloylpyrrolidine; To a stirred solution of pyrrolidine (4.2 mL, 50.0 mmol) in water (25 mL) and MeOH (35 mL) at -5O⁰C was added methylpropiolate (4.5 mL, 50.0 mmol) dropwise. The reaction mixture was stirred at this temperature for 5 h then diluted with DCM (200 mL). 2M aqueous HCl (200 mL) was added and the layers were separated. The aqueous layer was extracted with DCM (2 x 100 mL). The combined organic layers were washed with aqueous sat. NaHCO₃ (200 mL), water (200 mL), then brine (200 mL), dried (Na₂SO₄), filtered and concentrated in vacuo to give the title compound (6.0 g, 98%) as a white solid that was used without further purification. δ_H (CDCl₃) 3.68 (2H, t, J 6.8 Hz), 3.50 (2H, t, J 6.3 Hz), 3.04 (IH, s), 2.01-1.90 (4H, m).

References:

WO2007/141504,2007,A1 Location in patent:Page/Page column 65-66

123-75-1 Synthesis

123-75-1
535 suppliers
$10.00/5g

623-47-2
333 suppliers
$10.00/1g

82038-67-3
3 suppliers
$1970.00/5G

References