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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1003844Generated: 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/1003844

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 1.6 M 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 numberUS06046355
Source datasetuspto-grants-2000_04
ORD IDord-be1eaf9925a440fdbcce032745577951
Source noteuspto-grants-2000_04