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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533364Generated: October 31, 2026

3-Bromocyclohexene → HCID 67304537, compound

https://huagongshe.com/reaction/533364

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromocyclohexeneHCID 137057—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
ProductHCID 67304537HCID 67304537234.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of potassium phthalimide (1.85 g, 3 mmol) and 3-bromocyclohexene (1.79 g, 3 mmol) in DMF (15 mL) was stirred in a 100° C. oil bath for 12 h. The cooled reaction mixture was poured into ice water. The solid was collected by filtration and purified by flash chromatography with CH2Cl2 as the eluent to afford compound 221 (1.6 g, 72%) as pink crystals; mp 114° C.; 1H NMR (CDCl3) δ 7.73-7.69 (m, 2H), 7.62-7.58 (m, 2H), 5.85-5.82 (m, 1H), 5.47-5.44 (m, 1H), 4.80-4.78 (m, 1H), 2.14-2.00 (m, 3H), 1.86-1.78 (m, 2H), 1.64-1.58 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853253B2
Source datasetuspto-grants-2014_10
ORD IDord-4724afb22e5a4e3bb66120fb85371024
Source noteuspto-grants-2014_10