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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169031Generated: October 31, 2026

1,2-Dichloroethane → HCID 58355688, compound

https://huagongshe.com/reaction/2169031

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantPhenylureaHCID 6145—
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl 2-diazo-7-methoxy-3-oxoheptanoateHCID 76731428—
CatalystHCID 178476542HCID 178476542—
SolventTolueneHCID 1140—
ProductHCID 58355688HCID 5835568875.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 2-diazo-7-methoxy-3-oxoheptanoate (6.93 g) and 1-phenylurea (5.41 g) were suspended in toluene (30 ml)-1,2-dichloroethane (30 ml), rhodium tetraacetate (230 mg) was added and the mixture was stirred at 80° C. for 2 hr. After cooling to room temperature, trifluoroacetic acid (7.5 ml) was added and the reaction mixture was stirred at room temperature for 1 day. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (15:85-100:0) was concentrated under reduced pressure to give the object product (7.40 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045436B2
Source datasetuspto-grants-2015_06
ORD IDord-01ef8b09aa084993b3141151a15356ff
Source noteuspto-grants-2015_06