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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053616Generated: October 31, 2026

Ethyl diazoacetate → HCID 68570639, compound

https://huagongshe.com/reaction/2053616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl diazoacetateHCID 12192—
Reactant1,3-Dioxan-5-olHCID 78475—
CatalystAcetic acid, rhodium salt (4:2)HCID 423677—
SolventDichloromethaneHCID 6344—
SolventHeptaneHCID 8900—
ProductHCID 68570639HCID 6857063941.3%

Reaction Steps

To a solution of 1,3-dioxan-5-ol (1.04 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.03 mmol). The reaction mixture is stirred at rt for 4 h. The reaction mixture is diluted with heptane and filtered. The filtrate is evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (1:4) gives 0.65 g of the product 454. 1H NMR (CDCl3) δ 5.04 (s, 1H), 4.89 (s, 1H), 4.25-4.20 (m, 5H), 3.98 (dd, 1H), 3.78 (dd, 1H), 3.65 (d, 1H), 1.29 (t, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326792B2
Source datasetuspto-grants-2008_02
ORD IDord-28d6c4c2a51848fba4a8c4f830053763
Source noteuspto-grants-2008_02