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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803633Generated: October 31, 2026

Phosphoric Acid → 4-Hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enone

https://huagongshe.com/reaction/1803633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantSodium ChlorideHCID 5234—
ReactantMonobasic potassium phosphateHCID 516951—
ReactantHCID 71170040HCID 71170040—
SolventWaterHCID 962—
Product4-Hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enoneHCID 71170034—
Product4-Hydroxy-5-(3-benzyloxybenzyl)cyclopent-2-enoneHCID 71170037—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-(Furan-2-yl)-2-(3-benzyloxyphenyl)ethan-1-ol (3.97 kg, 13.49 mol) and KH2PO4 (120 g, 0.88 mol) was added to H2O (120 L) and H3PO4 was added until pH=3. The reaction was kept being stirred at 120° C. for 5 hours. After being cooled, NaCl (25 kg) was added, and the reaction was extracted with EtOAc, dried over MgSO4, and evaporated to give the crude 4-hydroxy-2-(3-benzyloxybenzyl)cyclopent-2-enone and 4-hydroxy-5-(3-benzyloxybenzyl)cyclopent-2-enone as black oil: 3.4 kg (crude yield: 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08350090B1
Source datasetuspto-grants-2013_01
ORD IDord-42203a1653da4d6ca6fa4e22ac191d05
Source noteuspto-grants-2013_01