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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161355Generated: October 26, 2026

Dimethylformamide → Bicyclo[2.2.1]heptane-7-carbaldehyde

https://huagongshe.com/reaction/1161355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant7-Bromobicyclo[2.2.1]heptaneHCID 565359—
ReactantMagnesiumHCID 5462224—
SolventDiethyl EtherHCID 3283—
ProductBicyclo[2.2.1]heptane-7-carbaldehydeHCID 8464782248.4%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

15.9 g (81 mmol) of 7-Bromo-bicyclo[2.2.1]heptane were added dropwise to 2 g magnesium (81 mmol) in 25 ml of diethyl ether and refluxed for 2.5 h. The mixture was cooled to 0-5° C. and 6.3 ml (81 mmol) of DMF were added dropwise. The mixture was then refluxed for 2 h, cooled to room temperature and the white solid filtered off and washed with ether. The filtrate was reduced and 4.87 g of a white solid were obtained. The intermediate was used without further characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816540B2
Source datasetuspto-grants-2010_10
ORD IDord-3677f50506fc4935bf76f6977304ac04
Source noteuspto-grants-2010_10