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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386889Generated: October 30, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 59253305, compound

https://huagongshe.com/reaction/386889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant{3-[1,1-Dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-isoxazol-5-yl}-carbamic acid tert-butyl esterHCID 59253304—
SolventEthanolHCID 702—
ProductHCID 59253305HCID 5925330585.7%

Reaction Steps

A solution of 933.0 mg (2.74 mmol) of {3-[1,1-dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-isoxazol-5-yl}-carbamic acid tert-butyl ester and 103.0 mg (0.41 mmol) of pyridinium p-toluenesulfonate in ethanol (8.0 mL) is stirred at 65° C. for 1 h. After this time, the reaction mixture is concentrated under reduced pressure. Purification by flash chromatography on silica gel using ethyl acetate/heptane provides 602.0 mg of the title compound. Yield: 85.7%. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.3 (6H, s), 1.55 (9H, s), 2.35 (1H, t, J=8.0 Hz), 3.7 (2H, d, J=8.0 Hz), 6.5 (1H, s), 7.3 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372874B2
Source datasetuspto-grants-2013_02
ORD IDord-2c3ab9103148475898ff3aee7cb0f776
Source noteuspto-grants-2013_02