HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 59556067, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 15023906 | HCID 15023906 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 59556067 | HCID 59556067 | 70.4% |
Reaction Steps
4-(8-Hydroxy-1,4-dioxaspiro[4.5]dec-8-yl)benzoic acid (560 mg, 2 mmol), methylamine (1.2 mL, 2.0 M THF solution), BOP reagent (1.07 g, 2.4 mmol) and 0.8 mL (6 mmol) of triethylamine were dissolved in 15 mL of DMF at room temperature. The reaction mixture was stirred at r.t. overnight. Direct chromatography on silica gel (flash chromatography grade) with 50% ethyl acetate-hexane gave 410 mg (70%) of the desired product: 1H NMR (CDCl3) δ 7.76 (2H, d, J=11.2 Hz), 7.56 (2H, d, J=10.9 Hz), 5.01 (H, s), 3.90 (4H, s), 3.37 (3H, s), 2.80-2.75 (2H, m), 2.60-2.45 (2H, m), 1.95-1.90 (2H, m), 1.63-1.52 (2H, m); MS: 292 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362003B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6f709b43d7064770936f2d6d78aab86c |
| Source note | uspto-grants-2013_01 |