HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86592155, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Reactant | HCID 66603070 | HCID 66603070 | — |
| Product | HCID 86592155 | HCID 86592155 | 95% |
Reaction Steps
To a solution of (R)-1-benzyloxy-3-pentylazetidin-2-one (0.96 g, 3.89 mmol) in a mixture of THF-H2O-MeOH (50 mL, 3:1:1 v/v) was added lithium hydroxide monohydrate (1.91 g, 38.9 mmol). After stirring at room temperature overnight, water (25 mL) was added to the mixture. The solution was acidified to pH 5˜6 with 3N aqueous HCl solution. It was extracted with EtOAc (50 mL×2). The combined organic layers were dried over MgSO4. Removal of the solvent under vacuum provided the title compound (0.98 g, 95%). 1H NMR (400 MHz, CHCl3) δ 9.80 (br s, 1H), 7.37 (m, 5H), 4.75 (m, 2H), 3.14 (m, 2H), 2.74 (m, 1H), 1.70 (m, 1H), 1.53 (m, 1H), 1.38-1.25 (m, 6H), 0.91 (t, J=6.8 Hz, 3H). MH+266.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919528B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-e56558d005004033a1f2b570c1316e7a |
| Source note | uspto-grants-2011_04 |