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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23451Generated: October 28, 2026

Methyl acetoacetate → 5-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl ester

https://huagongshe.com/reaction/23451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
Reactant4-Methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-oneHCID 22572781—
ReactantButyllithiumHCID 178418339—
Product5-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl esterHCID 53901591—

Reaction Steps

The title compound was prepared as described in General Method 6 from 1.00 g (8.61 mmol) of methyl acetoacetate, 0.38 g (9.50 mmol) of sodium hydride, 4.5 mL of 2.1 M nBuLi (9.45 mmol), and 1.53 g (7.75 mmol) of 4-methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-one (prepared in Example C-2.) The crude compound was used without purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852711B2
Source datasetuspto-grants-2005_02
ORD IDord-303f294555e14ece87a8f0eeaa350c19
Source noteuspto-grants-2005_02