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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518234Generated: November 3, 2026

Dichloromethane → HCID 66932587, compound

https://huagongshe.com/reaction/518234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant(1-Bromoethyl)benzeneHCID 11454—
Reactant(E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl esterHCID 52952087—
ProductHCID 66932587HCID 6693258790%

Reaction Steps

A mixture of (E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester hydrochloride (500 mg, 1.48 mmol, Intermediate 1), TEA (0.41 ml, 2.96 mmol) and (±)-(1-bromoethyl)benzene (547 mg, 2.96 mmol) in DCM (25 ml) was stirred for 48 h at RT and then washed with brine. The organic phase was dried over Na2SO4 and evaporated. The crude residue was purified by column chromatography (eluent: from DCM to DCM/MeOH 96:4) to give (±)-(E)-3-{1′-(1-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (546 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115148B2
Source datasetuspto-grants-2015_08
ORD IDord-74c7e46473454677967229a11c04dc1b
Source noteuspto-grants-2015_08