HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 178521632, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | N-Benzyl-3-oxocyclobutanecarboxamide | HCID 68619384 | — |
| Reactant | HCID 178484138 | HCID 178484138 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178521632 | HCID 178521632 | 58.3% |
Reaction Steps
LiAlH4 (2.7 g, 0.07 mol) was added to a solution of intermediate 7, N-Benzyl-3-oxocyclobutanecarboxamide (7.12 g, 0.035 mol) in absolute THF (100 mL) under stirring in argon. The mixture was refluxed under stirring for 2 h and cooled. Then 10 N NaOH (2 mL) and water (1 mL) were added. The organic layer was decanted, and the aqueous one was extracted with THF (2×50 mL). The organic layers were evaporated to afford the title compound (3.9 g, 58%) as a colorless oil. 1H NMR-data (DMSO-d6): 7.00-7.49 (m, 6H, NH, Ph); 4.80 (br.s, 1H, OH); 3.81-3.95 (m, 1H); 3.67 (s, 2H, CH2); 2.48 (d, 2H, CH2, J=6.8 Hz); 2.19-2.30 (m, 2H); 1.70-1.84 (m, 1H); 1.35-1.50 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812040B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-47cdbc247c4e42d2b76fb6d56a90975b |
| Source note | uspto-grants-2010_10 |