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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586982Generated: October 30, 2026

Hydrochloric Acid → 1-Allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acid

https://huagongshe.com/reaction/586982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
ReactantAllyl 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylateHCID 22329223—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product1-Allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acidHCID 2232927999.9%

Reaction Steps

To a solution of allyl 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylate (224 mg) in tetrahydrofuran (10 ml) were added tetrakistriphenylphosphinepalladium (74 mg) and morpholine (560 mg), and the mixture was stirred under argon atmosphere at room temperature for 2 hours. To the mixture was added water at 0° C., and the mixture was made acidic (pH=4) with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, further with water and saturated brine and dried with magnesium sulfate. The solvent was evaporated under reduced pressure to give 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acid (198 mg) as yellow amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-228ad3cd8e0d4f48ac1dcb0387cd6386
Source noteuspto-grants-2005_08