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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794122Generated: October 25, 2026

1-(Chloromethyl)-4-(difluoromethoxy)benzene → HCID 69142885, compound

https://huagongshe.com/reaction/1794122

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Chloromethyl)-4-(difluoromethoxy)benzeneHCID 14674274—
Reactantrac-tert-butyl (3R,5S)-4-(carboxy)-3,5-dimethylpiperazine-1-carboxylateHCID 22219933—
Reactant4-Fluoro-3-(hydroxymethyl)phenolHCID 69141614—
ProductHCID 69142885HCID 69142885—

Reaction Steps

2-Fluoro-5-(4-difluoromethoxybenzyl)oxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from 2-fluoro-5-hydroxybenzyl alcohol, 4-difluoromethoxybenzyl chloride and 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine according to the methods described for Examples 52 and 54 to give the product as a white solid (0.224 g, 94% overall); (Found: C, 55.7; H, 5.7; N, 5.9. C22H25F3N2O4.HCl requires C, 55.6; H, 5.5; N, 5.9%); δH (400 MHz, DMSO-d6) 9.8 (1H, br), 9.3 (1H, br), 7.50 (2H, d, J 8.4 Hz), 7.26(1H, t, J 74 Hz), 7.21–7.15 (3H, m), 7.09 (1H, m), 7.03 (1H, m, J 3.2 Hz), 5.12 (2H, s), 5.08 (2H, s), 4.28 (2H, m, J 6 Hz), 3.15 (2H, d, J 13 Hz), 3.06 (2H, dd, J 5 and 13 Hz), and 1.29 (6H, d, J 7.2 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022707B2
Source datasetuspto-grants-2006_04
ORD IDord-7b5739f252044bceb59b5168bfeba36b
Source noteuspto-grants-2006_04