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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571794Generated: November 2, 2026

Tert-butyl acetoacetate → HCID 66653775, compound

https://huagongshe.com/reaction/571794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl acetoacetateHCID 15538—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 66653665HCID 66653665—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
ProductHCID 66653775HCID 66653775—

Reaction Steps

A mixture of 2-[4-(2,3-dimethyl-phenoxy)-phenyl]-morpholine (1.00 g; 3.13 mmol), tert-butyl acetoacetate (2.07 mL; 12.5 mmol), sodium triacetoxyborohydride (1.86 g; 8.75 mmol), and a drop of acetic acid, in 1,2-dichloroethane (20 mL) was stirred overnight, at RT. The resulting mixture was treated with 5% aqueous NaHCO3 and extracted with CH2Cl2. The combined organic layers were dried (Na2SO4), filtered, concentrated in vacuo, and purified by column chromatography (SiO2, Et2O/hexanes 1:3) to afford 3-{2-[4-(2,3-dimethyl-phenoxy)-phenyl]-morpholin-4-yl}-butyric acid tert-butyl ester (1.17 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029371B2
Source datasetuspto-grants-2015_05
ORD IDord-43df0ab42c984001be4c3d69b663cd4a
Source noteuspto-grants-2015_05