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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41420Generated: October 25, 2026

Potassium Carbonate → (2,4-Bis-benzyloxy-5-isopropyl-phenyl)-[5-2-methoxy-ethoxy-1,3-dihydro-isoindol-2-yl]-methanone

https://huagongshe.com/reaction/41420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloroethyl methyl etherHCID 12316—
Reactant(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-(5-hydroxy-1,3-dihydro-isoindol-2-yl)-methanoneHCID 66672264—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-[5-2-methoxy-ethoxy-1,3-dihydro-isoindol-2-yl]-methanoneHCID 59263156104.2%

Reaction Steps

(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-(5-hydroxy-1,3-dihydro-isoindol-2-yl)-methanone (A2 from 2,4-bis-benzyloxy-5-isopropyl-benzoic acid (Preparation B10) and 5-hydroxyisoindoline) (100 mg, 0.2 mmol), 1-chloro-2-methoxy-ethane (23.6 mg, 0.25 mmol) and K2CO3 (34.5 mg, 0.25 mmol) in DMF (4 ml) were combined and stirred for 2 hours at room temperature. A further 0.25 mmol of 1-chloro-2-methoxy-ethane and K2CO3 was added then heated at 90° C. for 16 hours. Reaction cooled to room temperature and diluted with EtOAc then filtered. The filtrate was reduced in vacuo then purified by flash column chromatography, eluting with 100% petroleum ether to 100% ethyl acetate to afford 115 mg of the title compound as a colourless gel. MS: [M+H]+ 552

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530469B2
Source datasetuspto-grants-2013_09
ORD IDord-9586d480f53b4befa79d4c338f38f66d
Source noteuspto-grants-2013_09