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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77414Generated: October 29, 2026

Dimethylformamide → N-((S)-6-Bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-cyclopropylmethoxybenzamide

https://huagongshe.com/reaction/77414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantN-((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-hydroxybenzamideHCID 66663475—
SolventWaterHCID 962—
ProductN-((S)-6-Bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-cyclopropylmethoxybenzamideHCID 66663484—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of N—((S)-6-bromo-1,2,3,4-tetrahydronaphthalen-2-yl)-4-hydroxybenzamide (5.00 g), bromomethylcyclopropane (2.20 g), cesium carbonate (5.5 g) and DMF (50 ml) was heated to 75° C. for 12 hours. The cooled reaction mixture was admixed with water and extracted with ethyl acetate. The organic phase was washed three times with water, dried over magnesium sulfate and concentrated. The product was thus obtained with the molecular weight of 400.32 (C21H22BrNO2); MS (ESI): 400 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841290B2
Source datasetuspto-grants-2014_09
ORD IDord-056416edea0140658912cbf33774f3f0
Source noteuspto-grants-2014_09