Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1609553Generated: November 2, 2026

Methyl acetoacetate → HCID 86744710, compound

https://huagongshe.com/reaction/1609553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 20081800HCID 20081800—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86744710HCID 8674471096.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

82.2 μl (0.76 mmol) of methyl acetoacetate are added dropwise at 0° C. under a nitrogen atmosphere to 18.5 mg (0.8 mmol) of sodium hydride in 1 ml of tetrahydrofuran. After 15 minutes, 0.55 ml (0.77 mmol) of n-butyllithium (1.5M in hexane) is added dropwise at 0° C., the mixture is stirred for 15 minutes at 0° C. and 180 mg (0.7 mmol) of the compound from Example 31 are added dropwise in 3 ml of tetrahydrofuran. After 1 h, the mixture is hydrolyzed using saturated ammonium chloride solution and washed three times using dichloromethane, and the organic phases are dried and 0.25 g of oil are obtained after removing the solvent in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05401746
Source datasetuspto-grants-1995_03
ORD IDord-906bdb58a95643778305e3559d6aa0de
Source noteuspto-grants-1995_03