HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl formate → HCID 86621674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | N-Boc-hexahydro-1H-azepin-4-one | HCID 1512679 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86621674 | HCID 86621674 | — |
Reaction Steps
1,1-Dimethylethyl 4-oxohexahydro-1H-azepine-1-carboxylate (commercially available from e.g. Magic Chemicals) (2.0 g, 9.4 mmol) in tetrahydrofuran at −78° C. was treated with a 2M solution of lithium diisopropylamide (4.7 ml, 9.4 mmol) in tetrahydrofuran. After 20 minutes neat ethyl formate (0.7 g, 9.4 mmol) was added and the reaction mixture was allowed to warm to room temperature. After 2 hours the reaction was quenched, poured into water and extracted several times with ethyl acetate. The combined organic layers were then dried and reduced in vacuo to furnish the title compound which may be used without further purification (D8).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888347B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-18f6922ba025451d8e4f6bbd1239fed9 |
| Source note | uspto-grants-2011_02 |