Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518216Generated: October 25, 2026

4-Methylphenethyl bromide → (E)-3-{1'-[2-(4-methyl-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester

https://huagongshe.com/reaction/518216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methylphenethyl bromideHCID 570680—
Reactant(E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl esterHCID 52952087—
Product(E)-3-{1'-[2-(4-methyl-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl esterHCID 6693218189.7%

Reaction Steps

(E)-3-{4-Oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (253 mg, 0.749 mmol, Intermediate 1, hydrochloride salt) was alkylated using 1-(2-bromo-ethyl)-4-methyl-benzene (0.23 ml, 1.5 mmol) as described in Example 56, Step A, giving (E)-3-{1′-[2-(4-methyl-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (282 mg) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115148B2
Source datasetuspto-grants-2015_08
ORD IDord-44d7254a0ad64197b7c57c9311faf29f
Source noteuspto-grants-2015_08