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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427767Generated: November 2, 2026

Dichloromethane → HCID 67251981, compound

https://huagongshe.com/reaction/2427767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHCID 67252015HCID 67252015—
CatalystCuprous chlorideHCID 62652—
SolventDimethylformamideHCID 6228—
ProductHCID 67251981HCID 6725198152%

Reaction Conditions

Temperature140 °C

Reaction Steps

A solution of the 7-iodo-2-[1-(4-chloro-phenyl)-ethyl]-5-difluoromethoxy-2,3-dihydro-isoindolone (0.122 g, 0.26 mmol) in DMF (5 mL) was treated with CuCl (0.130 g, 1.31 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-[1-(4-chloro-phenyl)-ethyl]-5-difluoromethoxy-2,3-dihydro-isoindolone (0.05 g, 52%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.66 (d, 3H), 3.94 (d, 1H), 4.27 (d, 1H), 5.74 (q, 1H), 6.54 (t, 1H), 7.17 (s, 1H), 7.26 (s, 1H), 7.31 (m, 4H). GC-MS: m/z 371 (M)+, 356 (M−15)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-bc2ec0550547459aac15551190dd97a2
Source noteuspto-grants-2011_06