HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-Tert-butyl 4-methyl azepane-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) | HCID 2735153 | — |
| Reactant | 1-[(Tert-butoxy)carbonyl]azepane-4-carboxylic acid | HCID 23160608 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Tert-butyl 4-methyl azepane-1,4-dicarboxylate | HCID 71060380 | — |
Reaction Steps
1-(tert-Butoxycarbonyl)azepane-4-carboxylic acid (1.0 g; 4.11 mmol) in DCM (20 ml) and treated with DIPEA (1.5 ml, 8.22 mmol) followed by trimethyloxonium tetrafluoroborate (790 mg, 5.34 mmol) in DCM (5 ml). The mixture was stirred at RT for 3 hours and concentrated in vacuo. The residue was partitioned between EtOAc and water. The organic portion was separated and the aqueous was further extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo to afford the title compound which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546416B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-2770b30acaad4a0b9668812cd36361af |
| Source note | uspto-grants-2013_10 |