chlorocyclooctane synthesis

11synthesis methods

Product Name:chlorocyclooctane
CAS Number:1556-08-7
Molecular formula:C8H15Cl
Molecular Weight:146.66

3958-30-3
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1556-08-7
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Yield:1556-08-7 92%

Reaction Conditions:

with hydrogenchloride;silica gel in water at 0 - 20; for 48 h;

Steps:

General procedure for the hydrochlorination of alkene 1a with hydrochloric acid mediated by silica gel

General procedure: 35% Hydrochloric acid (834 mg, 8.0mmol) was gradually added to a mixture of 1a (280 mg, 2.0 mmol)and silica gel 60 (63-200 μm, spherical, Nacalai Tesque, 5.0g) in a 25 mL flask at 0 °C. The mixture was stirred at 300 rpm equipped with a cap until it fully mixes. After stirring at room temperature for 15 min, the mixture was stand for 24 h. Pentane (16 mL) was added to the mixture at 0 °C. Silica gel was filtered and washed with pentane. The solution was washed with saturated aqueous NaHCO3 solution (4mL) and then water (6 mL) twice. The solution was dried and evaporated. The residue was purified by distillation under reduced pressure to give 2a (311 mg, 88%).

References:

Tanemura, Kiyoshi [Tetrahedron Letters,2018,vol. 59,# 49,p. 4293 - 4298] Location in patent:supporting information