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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036458Generated: October 31, 2026

Dichloromethane → HCID 67412838, compound

https://huagongshe.com/reaction/1036458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
Reactant(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
ProductHCID 67412838HCID 6741283831%

Reaction Steps

(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one (Example 4, 65 mg, 0.27 mmol), 3-(trifluoromethyl)phenylboronic acid (101 mg, 0.54 mmol) and cupric acetate (48.5 mg, 0.000267 mol) were placed in a vial, purged with N2, following by methylene chloride (2 mL, 0.03 mol) and triethylamine (0.186 mL, 0.00134 mol) at 23° C. The reaction was allowed to stir for about for 10 hours, and filtrated. The crude material was then purified via chromatography (SiO2, 4 g, 0-35%) to give a pure product (22 mg, 31%). 1H NMR (CHLOROFORM-d) δ: 7.87 (d, J=9.0 Hz, 1H), 7.83 (s, 1H), 7.78 (d, J=8.8 Hz, 1H), 7.45-7.52 (m, 2H), 7.37-7.43 (m, 1H), 7.35 (d, J=2.0 Hz, 1H), 7.27-7.31 (m, 2H), 7.22 (d, J=8.3 Hz, 1H), 6.01 (s, 1H), 4.39-4.49 (m, 2H), 1.87 (s, 3H). MS (M+1): 388.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546359B2
Source datasetuspto-grants-2013_10
ORD IDord-b1bbb131f943490899949ebe0bff0ae9
Source noteuspto-grants-2013_10