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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640657Generated: October 28, 2026

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

https://huagongshe.com/reaction/640657

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 numberUS07691902B2
Source datasetuspto-grants-2010_04
ORD IDord-e6e47d854c3242e792753956df916eb1
Source noteuspto-grants-2010_04