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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898846Generated: October 30, 2026

2-Diazonio-1,3-dimethoxy-3-oxoprop-1-en-1-olate → HCID 59692641, compound

https://huagongshe.com/reaction/898846

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Diazonio-1,3-dimethoxy-3-oxoprop-1-en-1-olateHCID 547673—
ReactantHCID 59692712HCID 59692712—
CatalystAcetic acid, rhodium(2+) saltHCID 21674—
SolventChloroformHCID 6212—
ProductHCID 59692641HCID 5969264170%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of t-butyldiphenyl-(3-phenyl-3-butenyloxy)-silane (3.0 g, 7.0 mmol) and dimethyl diazomalonate (1.1 g, 7.0 mmol), which was synthesized by the method described in Synth. Commun. (1987, 17, 1709-1716), was added rhodium (II) acetate dimmer (62 mg, 0.14 mmol) under argon atmosphere, and the mixture was heated at 100° C. for 10 min. After cooling to room temperature, the mixture was diluted with chloroform (4 mL), separated and purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 4:1) to give the title compound (2.5 g, yield 70%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351825B2
Source datasetuspto-grants-2008_04
ORD IDord-3058cbb5d76e4efaaf0a779e1457057b
Source noteuspto-grants-2008_04