HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-hydroxy-N-methoxy-N-methylcyclobutanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N-methoxy-N-methyl-3-oxocyclobutanecarboxamide | HCID 86634348 | — |
| Product | 3-hydroxy-N-methoxy-N-methylcyclobutanecarboxamide | HCID 18691557 | 146.6% |
Reaction Steps
N-Methoxy-N-methyl-3-oxocyclobutanecarboxamide (1 g, 0.006 mol) was dissolved in methanol (8 mL, 0.2 mol). To the mixture, sodium borohydride (0.2 g, 0.006 mol) was added. The reaction was stirred at rt for 1 h. To the reaction mixture was added 1N aq. HCl to adjust the pH to 2. The mixture was concentrated, then extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated to give crude product (1.4 g) as light yellow oil. LCMS calculated for C7H14NO3(M+H)+: 160.0. Found: 160.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420629B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f6d69ab6914d48fd837fdeb5e79fe91b |
| Source note | uspto-grants-2013_04 |