ChemicalBook CAS DataBase List 5-Chlorovaleric acid

5-Chlorovaleric acid synthesis

12synthesis methods

Product Name:5-Chlorovaleric acid
CAS Number:1119-46-6
Molecular formula:C5H9ClO2
Molecular Weight:136.58

14267-92-6 Synthesis

14267-92-6
258 suppliers
$10.00/1g

1119-46-6
224 suppliers
$8.00/5g

Yield:1119-46-6 676.1 mg

Reaction Conditions:

Stage #1: 1-chloro-4-pentynewith 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:

20 Example 20

At -78°C, n-butyllithium (2.4 mL, 2.5 mol / L, 1.2 eq.) Was added dropwise to a solution of 5-chloropentyne (512.8 mg, 1.0 eq.) In tetrahydrofuran (15 mL) for 1 h. Isopropanol pinacol borate (1.2 mL, 1.2 equivalents) was added dropwise to the mixed solution, and the reaction was continued for 2 hours. A 1,4-dioxane solution of hydrogen chloride (1.9 mL, 4 M in dioxane, 1.5 equivalents) was added. After quenching, the reaction was warmed to room temperature. After the solvent was rotary evaporated, it was prepared into an acetone solution (0.3M), and then potassium peroxymonosulfonate solution (0.5M, 4.6107g, 1.5 equivalents) was added, and transferred to 50°C and stirred for 12h. After separation and purification, 676.1 mg of 5-chlorovaleric acid with a purity of 99% was obtained.

References:

CN110330420,2019,A Location in patent:Paragraph 0129-0133

20074-80-0 Synthesis