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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187016Generated: October 31, 2026

Boron tribromide → 1-formyl-2,3-dihydro-1H-indene-4-carbonitrile

https://huagongshe.com/reaction/1187016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant(1E)-1-[(methyloxy)methylidene]-2,3-dihydro-1H-indene-4-carbonitrileHCID 68431673—
SolventDichloromethaneHCID 6344—
Product1-formyl-2,3-dihydro-1H-indene-4-carbonitrileHCID 5956869883.4%

Reaction Steps

A solution of (1E)-1-[(methyloxy)methylidene]-2,3-dihydro-1H-indene-4-carbonitrile (250 mg, 1.05 mmol) in DCM (5 mL) was added BBr3 dropwise at −78° C. under N2. Then the mixture was stirred at this temperature for 3 h. It was poured into ice-saturated NaHCO3 solution, and extracted with DCM. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed in vacuo to give crude 1-formyl-2,3-dihydro-1H-indene-4-carbonitrile (150 mg, crude), which is used for next step directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673920B2
Source datasetuspto-grants-2014_03
ORD IDord-d0299106a2694f41935becdd71d9f814
Source noteuspto-grants-2014_03