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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356490Generated: October 26, 2026

Methyl acetoacetate → 4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-phenyl-5,6-dihydro-pyran-2-one

https://huagongshe.com/reaction/356490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
Reactant3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-1-phenyl-propan-1-oneHCID 18798703—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-phenyl-5,6-dihydro-pyran-2-oneHCID 54682287—

Reaction Steps

The title compound was prepared as described in General Method 6 using 4.3 mL (40 mmol) of methyl acetoacetate, 1.64 g (41 mmol) of 60% sodium hydride, 25.6 mL (41 mmol) of 1.6M n-butyllithium, 6.81 g (20 mmol) of 3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-phenyl-propan-1-one (from Example P) and 200 mL of THF. The product was carried on crude to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834506
Source datasetuspto-grants-1998_11
ORD IDord-c5c545276f5e43a79a52ae6d8a07fb86
Source noteuspto-grants-1998_11