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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732110Generated: October 26, 2026

Isopropanol → 2-Bromo-3-isopropoxy-propenal

https://huagongshe.com/reaction/732110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant2-BromopropanedialHCID 74945—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventCyclohexaneHCID 8078—
Product2-Bromo-3-isopropoxy-propenalHCID 53416634—

Reaction Conditions

Temperature86 °C

Reaction Steps

A mixture of 2-bromomalonaldehyde, para-toluenesulfonic acid monohydrate, 2-propanol and cyclohexane were stirred at 86° C. in flask with a dean-stark trap under azeotropic conditions. Further distillation removed another 40% of the original solvent volume. The mixture was cooled to 0° C., then concentrated in-vacuo, to isolate the title compound (13.2 g). 1H-NMR: 9.16 (s, 1H), 7.65 (s, 1H), 4.51 (m, 1H), 1.47 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-e8d5ea4059e54f579482ffe59c821d7e
Source noteuspto-grants-2009_09