1-CYCLOPROPYL-PROPAN-2-ONE synthesis

13synthesis methods

Product Name:1-CYCLOPROPYL-PROPAN-2-ONE
CAS Number:4160-75-2
Molecular formula:C6H10O
Molecular Weight:98.14

75-16-1
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227322-00-1 Synthesis

2-Cyclopropyl-N-methoxy-N-methyl-acetamide

227322-00-1
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4160-75-2
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Yield: 73%

Reaction Conditions:

in tetrahydrofuran at 0 - 20; for 2 h;Inert atmosphere;

Steps:

1.69.2 Step 2
Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 2-cyclopropyl-N-methoxy-N-methylacetamide (12.0 g, 83.9 mmol, 1.0 equiv), and THF (200 mL).
This was followed by the addition of MeMgBr (3 M in THF) (56.0 mL, 167.8 mmol, 2.0 equiv) dropwise with stirring at 0° C.
The mixture was stirred for 2 h at room temperature.
The reaction was then quenched by the addition of 100 mL of NH₄Cl(aq), extracted with 2*100 mL of Et₂O, combined with the organic phase, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. 6.0 g (73%) of 1-cyclopropylpropan-2-one was obtained as a yellow oil and used to the next step directly without further purification.

References:

GLOBAL BLOOD THERAPEUTICS, INC.;LI, ZHE;Xu, Qing;Metcalf, Brian Walter;Yee, Calvin Wesley;Rademacher, Peter Michael;Alt, Carsten US2020/190045, 2020, A1 Location in patent:Paragraph 0668; 0669

18729-47-0 Synthesis