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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089863Generated: October 31, 2026

tert-Butanol → HCID 58072166, compound

https://huagongshe.com/reaction/2089863

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant4-(Difluoromethoxy)-2-fluorobenzoic acidHCID 20112079—
ProductHCID 58072166HCID 5807216663%

Reaction Steps

A solution of 4-(difluoromethoxy)-2-fluorobenzoic acid (1 g, 4.85 mmol), DPPA (1.6 g, 5.83 mmol) and Et3N (0.59 g, 5.83 mmol) in 16 mL of t-BuOH was refluxed for 4 h, and then concentrated. The residue was dissolved in dichloromethane (40 mL), washed with 1M HCl aqueous solution, dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel (petroether/AcOEt=4/1) to get the title compound (850 mg, yield 63%) as a yellow solid: 1H NMR (400 MHz, CDCl3): δ ppm 1.53 (s, 9H), 6.44 (t, J=73.6 Hz, 1H), 6.89-6.92 (m, 1H), 7.24-7.27 (m, 1H), 7.37-7.41 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08435995B2
Source datasetuspto-grants-2013_05
ORD IDord-194208a0ae504aa3b75327b3b506d993
Source noteuspto-grants-2013_05