HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Bromopropyl)benzene → HCID 66932374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Bromopropyl)benzene | HCID 12503 | — |
| Reactant | (E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester | HCID 52952087 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66932374 | HCID 66932374 | 93.7% |
Reaction Steps
TEA (0.185 ml, 1.33 mmol) and (3-bromopropyl)benzene (0.134 ml, 0.88 mmol) were added to a suspension of (E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester hydrochloride (150 mg, 0.44 mmol, Intermediate 1) in DCM (3 ml), and the mixture was stirred at RT for 24 h and then under reflux for 18 h. The solvent was removed and the crude mixture was purified by column chromatography (eluent: DCM/MeOH 97:3) to give (E)-3-{1′-(3-phenyl-propyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (173 mg) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115148B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-f302e8f1e333438b94233c07fa857bf5 |
| Source note | uspto-grants-2015_08 |