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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104224Generated: November 2, 2026

Diethyl Ether → 2,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactone

https://huagongshe.com/reaction/2104224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2,3,4-tri-O-benzoyl-L-rhamnopyranoseHCID 11070801—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Product2,3,4-Tri-o-benzoyl-l-rhamnono-1,5-lactoneHCID 1123684285%

Reaction Steps

PCC (30 g, 0.139 mmol) and well-dried 4 Å molecular shives (25 g) are added into a flask under N2 current. Dry CH2Cl2 (250 ml) is added to the flask and the flask is stirred for 1 hour at a room temperature and cooled to 0° C. The compound (VI) (16 g, 33.6 mmol) dissolved in dry CH2Cl2 (250 ml) is added to and stirred 4 hours at a room temperature. The reaction is finished with adding cool Et2O (200 ml) and filtered by silica gel. The solvent is vacuum concentrated, and then the compound (VII) (13.54 g, 85%) is isolated using flash column chromatography (toluene/EtOAc, 10:1, v/v).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576225B2
Source datasetuspto-grants-2009_08
ORD IDord-2ec7f22c60e043689040467891bfbae6
Source noteuspto-grants-2009_08