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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665780Generated: October 30, 2026

Triphenylphosphine → 3-(4-Bromophenyl)-3-methyloxetane

https://huagongshe.com/reaction/1665780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant2-(4-Bromophenyl)-2-methylpropane-1,3-diolHCID 12457149—
SolventTolueneHCID 1140—
Product3-(4-Bromophenyl)-3-methyloxetaneHCID 5920622042%

Reaction Steps

2-(4-Bromophenyl)-2-methylpropane-1,3-diol (100 mg, 0.41 mmol), triphenyl phosphine (210 mg, 0.82 mmol), and diisopropyl azodicarboxylate (160 μL, 0.82 mmol) were combined in toluene (2 mL) and irradiated in the microwave at 140° C. for 10 minutes. The mixture was directly purified by silica gel chromatography eluting with 0-20% ethyl acetate in hexanes to give 3-(4-bromophenyl)-3-methyloxetane (39 mg, 42%) 1H NMR (400 MHz, DMSO-d6) δ 7.38-7.34 (m, 2H), 7.26-7.22 (m, 2H), 4.82-4.80 (m, 2H), 4.55-4.54 (m, 2H), 1.62 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039491B2
Source datasetuspto-grants-2011_10
ORD IDord-39fa3d882f0c40b094cc490873293b07
Source noteuspto-grants-2011_10