HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 66932587, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (1-Bromoethyl)benzene | HCID 11454 | — |
| Reactant | (E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester | HCID 52952087 | — |
| Product | HCID 66932587 | HCID 66932587 | 90% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115148B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-74c7e46473454677967229a11c04dc1b |
| Source note | uspto-grants-2015_08 |