ChemicalBook CAS DataBase List 3-CYCLOPENTENE-1-OL

3-CYCLOPENTENE-1-OL synthesis

7synthesis methods

Product Name:3-CYCLOPENTENE-1-OL
CAS Number:14320-38-8
Molecular formula:C5H8O
Molecular Weight:84.12

3-cyclopentene-1-ol is an organic synthesis intermediate and pharmaceutical intermediate, mainly in laboratory research and development processes. It was prepared from 1,6-Heptadien-4-ol with 2nd generation Grubbs catalyst by stirring in dichloride refluxed for overnight.

2883-45-6 Synthesis

2883-45-6
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$41.00/1g

14320-38-8
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$6.00/250mg

Yield:14320-38-8 79%

Reaction Conditions:

with tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride in dichloromethaneInert atmosphere;Reflux;

Steps:

Cyclopent-3-enol (8)
To a solution of 7 (270. mg, 2.406 mmol) in dry methylene chloride (5 mL) was added 2nd generation Grubbs catalyst (15.0 mg, 0.0176 mmol). The reaction mixture was refluxed overnight and cooled to rt. The mixture was concentrated in vacuo, and the residue was purified by silica gel columnchromatography (EtOAc/hexane, 1:8) to give cyclopentenol 8 (159.8 mg,79%): ¹H NMR (CDCl₃, 300 MHz) δ 5.63 (m, 2H), 3.65 (quint, 1H), 2.55(m, 2H), 2.36 (m, 2H); ¹³C NMR (CDCl₃, 75 MHz) δ 134.5, 72.4, 43.5.

References:

Shen, Guang Huan;Hong, Joon Hee [Nucleosides, nucleotides and nucleic acids,2014,vol. 33,# 1,p. 1 - 17]

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