HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylparaben → HCID 67777625, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylparaben | HCID 7456 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate | HCID 7023103 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67777625 | HCID 67777625 | 53% |
Reaction Steps
To a solution of methyl 4-hydroxybenzoate (4.77 g), tert-butyl [(1S)-2-hydroxy-1-methylethyl]carbamate (5.00 g) and triphenylphosphine (11.2 g) in THF (70 mL) was added dropwise a toluene solution (2.2 M, 20 mL) of diethyl azodicarboxylate, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate). Using the obtained residue, and in the same manner as in Example 1, step D, the title compound (3.80 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729102B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-dbcd46f6e3754f1aae6328cdf7e6016a |
| Source note | uspto-grants-2014_05 |