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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928898Generated: October 25, 2026

Acetic Acid → 1-Methyl-2-pentyl-cyclopentanol

https://huagongshe.com/reaction/928898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
Reactant2-Pentylcyclopentan-1-oneHCID 20959—
ReactantHCID 178418332HCID 178418332—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-2-pentyl-cyclopentanolHCID 11811632559.9%

Reaction Conditions

Temperature7.5 °C

Reaction Steps

A 3-L reaction flask was charged with methylmagnesium chloride (MeMgCl) solution in tetrahydrofuran (THF) (800 mL, 2.4 mol) and THF (500 mL). The reaction flask was cooled to 5-10° C. 2-Pentyl-cyclopentanone (370 g, 2.4 mol) (prepared as above in EXAMPLE I) was fed into the reaction mixture over an hour. The reaction was aged for 4 hours and then neutralized with acetic acid (CH3COOH) (160 g) while the temperature was maintained at 5-10° C. The reaction mixture was poured into H2O (3 L) and toluene (1 L). The organic layer was separated and fractional distilled to afford 1-methyl-2-pentyl-cyclopentanol (245 g) having a boiling point of 150-152° C. at 3 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290718B2
Source datasetuspto-grants-2016_03
ORD IDord-7fe5ae9d0bfd4d18bc3227099ad0c0de
Source noteuspto-grants-2016_03