Cyclopropylacetic acid synthesis
- Product Name:Cyclopropylacetic acid
- CAS Number:5239-82-7
- Molecular formula:C5H8O2
- Molecular Weight:100.12
6746-94-7
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5239-82-7
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Yield:5239-82-7 475.6 mg
Reaction Conditions:
Stage #1: Cyclopropylacetylenewith n-butyllithium in tetrahydrofuran at -78; for 1 h;
Stage #2: with 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; for 2 h;
Stage #3: with oxone in acetone at 50; for 12 h;
Steps:
1 Example 1
At -78 ° C, n-butyllithium (2.4 mL, 2.5 mol / L, 1.2 equivalents) was added dropwise to a tetrahydrofuran solution (15 mL) of cyclopropyne (330.5 mg, 1.0 equivalent), and reacted for 1 h.Then isopropanol pinacol borate (1.2 mL, 1.2 equivalents) was added dropwise to the mixed solution,Continue to react for 2h,Quenched with 1,4-dioxane solution (1.9mL, 4M in dioxane, 1.5 equivalents) and quenched. The reaction was warmed to room temperature. After the solvent was rotary evaporated, it was prepared into an acetone solution (0.3M).Add potassium peroxymonosulfonate solution (0.5M, 4.6107g, 1.5 equivalents),Transfer to 50 ° C. and stir for 12 h, then isolate and purify to obtain 475.6 mg of cyclopropaneacetic acid with a purity of 95%.
References:
CN110330420,2019,A Location in patent:Paragraph 0033-0037
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