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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115180Generated: October 30, 2026

Diethyl Ether → HCID 102376807, compound

https://huagongshe.com/reaction/2115180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiazomethaneHCID 9550—
ReactantStannous ChlorideHCID 24479—
ReactantClarithromycinHCID 84029—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductHCID 102376807HCID 102376807—

Reaction Steps

Clarithromycin (J. Antibiot. 43 (1990) 544-549) (1.00 g, 1.34 mmol) and SnCl2 2H2O (0.307 g, 1.36 mmol) were dissolved in DMF (10 mL) and stirred at RT for 1 hour. A solution of diazomethane in diethylether prepared by Method B (cca 6 mmol) was added and the resulting mixture was stirred at RT for 4 hours. The mixture was diluted with aq. NaHCO3 (50 mL) and extracted with ethyl-acetate (3×30 mL). The organic layer was dried over Na2SO4, and concentrated to afford a mixture of the title and starting compounds (24%:73% LC-MS).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435805B2
Source datasetuspto-grants-2008_10
ORD IDord-d3ef5dc0319d4f3494c7bdefa952216b
Source noteuspto-grants-2008_10