HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylphenethyl bromide → (E)-3-{1'-[2-(4-methyl-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylphenethyl bromide | HCID 570680 | — |
| Reactant | (E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester | HCID 52952087 | — |
| Product | (E)-3-{1'-[2-(4-methyl-phenyl)-ethyl]-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl ester | HCID 66932181 | 89.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115148B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-44d7254a0ad64197b7c57c9311faf29f |
| Source note | uspto-grants-2015_08 |