Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173245Generated: October 30, 2026

Ammonium Chloride → 5-Fluoro-1-(methoxymethylidene)-2,3-dihydro-1H-indene-4-carbonitrile

https://huagongshe.com/reaction/2173245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethoxymethyl-triphenylphosphonium chlorideHCID 2723798—
Reactant5-fluoro-1-oxo-2,3-dihydro-1H-indene-4-carbonitrileHCID 55274577—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-1-(methoxymethylidene)-2,3-dihydro-1H-indene-4-carbonitrileHCID 131732968—

Reaction Steps

To a suspension of (METHOXYMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE (1.3 g, 3.8 mmol) in THF (15 ml) was dropped n-Butyl Lithium (3.85 ml, 3.85 mmol) at −20° C. The mixture was stirred for 20 minutes before a THF solution of 5-Fluoro-1-oxo-2,3-dihydro-1H-indene-4-carbonitrile (450 mg, 2.6 mmol) was added into the reaction. TLC showed some green color spot right away. The reaction was then poured into NH4Cl, extracted with EtOAc, and flashed through silica gel. LC-MS (1E, m/z): 204 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-06ee60df70de452eaf2f11131a590465
Source noteuspto-grants-2015_06