HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylamino)ethanol → HCID 57516933, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | tert-butyl N-(2-(4-hydroxyphenyl)ethyl)carbamate | HCID 11831452 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57516933 | HCID 57516933 | 44% |
Reaction Steps
To a solution of N-Boc-tyramine (750 mg, 3.16 mmol) and triphenylphosphine (1.655 g, 6.308 mmol) in THF (30 mL) was added 2-(methylamino)ethanol (0.38 mL, 4.75 mmol) followed by DIAD (1.25 mL, 6.31 mmol). After stirring at room temperature for 72 h, the reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (gradient elution 1:20 to 1:3 MeOH/DCM) to afford the title compound (407 mg, 44%) as an oily white solid. ES/MS calcd. for C16H27N2O3+ 295.2. Found m/z=295.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394829B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-9f6f030e413b421a9ed5b9c946de8449 |
| Source note | uspto-grants-2013_03 |