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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427766Generated: November 2, 2026

Dichloromethane → HCID 86635683, compound

https://huagongshe.com/reaction/2427766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHCID 67252112HCID 67252112—
CatalystCuprous chlorideHCID 62652—
SolventDimethylformamideHCID 6228—
ProductHCID 86635683HCID 8663568331%

Reaction Conditions

Temperature140 °C

Reaction Steps

A solution of the 7-iodo-5-difluoromethoxy-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindolone (0.082 g, 0.16 mmol) in DMF (5 mL) was treated with CuCl (0.064 g, 0.65 mmol) and stirred at 140° C. for 1-2 h. After this time, the reaction mixture was diluted with dichloromethane (15 mL) and the solids removed by filtration. The filtrate was concentrated. Silica gel column chromatography using, typically 30% ethyl acetate in hexane, afforded 7-Chloro-2-(4-trifluoromethoxy-benzyl)-5-difluoromethoxy-2,3-dihydro-isoindolone (0.02 g, 31%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.08 (s, 2H), 4.58 (s, 2H), 6.37 (t, 1H), 6.87 (s, 1H), 7.01 (m, 3H), 7.17 (d, 2H). GC-MS: m/z 407 (M)+, 322 (M−85)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-51d5e1c3a01849aeaf85cf6495cb33b5
Source noteuspto-grants-2011_06