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ChemicalBook CAS DataBase List 1-(4-CHLOROPHENYL)-1-CYCLOPROPANEMETHANOL
80866-81-5

1-(4-CHLOROPHENYL)-1-CYCLOPROPANEMETHANOL synthesis

4synthesis methods
72934-37-3 Synthesis
1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID

72934-37-3
106 suppliers
$11.00/1g

-

Yield:80866-81-5 96%

Reaction Conditions:

with lithium aluminium hydride in tetrahydrofuran at 0 - 20; for 2 h;Inert atmosphere;

Steps:

(1-(4-Chlorophenyl)cyclopropyl)methanol (12) [4]

This acid (1.97 g, 10 mmol) was added to a stirred suspension of LiAlH 4 (0.61 g, 16 mmol) in THF(48 mL) at 0 - 5 °C under an Ar atmosphere. The suspension was allowed to warm up to roomtemperature, followed by being stirred at the same temperature for 2 h. The mixture was quenchedwith water, and the resultant suspension was filtered through Celite (No.503), using a glass filter,washing with hexane. The obtained mixture was extracted twice with AcOEt and the combinedorganic phase was washed with water, brine, dried (Na 2SO4) and concentrated. The obtained crudecrystal was purified by SiO2-column chromatography (hexane/AcOEt = 3:1) to give the desiredproduct 12 (1.75 g, 96%).Pale yellow crystals; mp 53 - 54 °C;

References:

Taniguchi, Takashi;Taketomo, Yasuaki;Moriyama, Mizuki;Matsuo, Noritada;Tanabe, Yoo [Molecules,2019,vol. 24,# 6,art. no. 1023] Location in patent:supporting information

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