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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809928Generated: October 31, 2026

Hydrochloric Acid → 4-Hydroxy-4-pyrimidin-2-yl-cyclohexanone

https://huagongshe.com/reaction/1809928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant8-Pyrimidin-2-yl-1,4-dioxa-spiro[4.5]decan-8-olHCID 59017433—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxy-4-pyrimidin-2-yl-cyclohexanoneHCID 5901743049.3%

Reaction Steps

To the product from step A (190 mmol, 44 g) in THF (200 mL) was added HCl solution (300 mmol, 100 mL). The reaction was stirred over 2 days after which the reaction was washed using diethyl ether. The aqueous layer was then quenched using NaOH (50%) to obtain a pH of 11. The aqueous layer was extracted using EtOAc (6×300 mL). The organic layer was combined and dried over MgSO4 and concentrated in vacuo. The residue was purified via flash chromatography to afford the desired ketone (18 g, 49%). MS [M+H]+193.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362003B2
Source datasetuspto-grants-2013_01
ORD IDord-2819325b687548b691b4595b4539d014
Source noteuspto-grants-2013_01