HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-tert-Butyl 1-cyclopropyl-3-(2-methoxyethoxy)propan-2-ylcarbamate → (S)-1-Cyclopropyl-3-(2-methoxyethoxy)propan-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-tert-Butyl 1-cyclopropyl-3-(2-methoxyethoxy)propan-2-ylcarbamate | HCID 71105632 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Product | (S)-1-Cyclopropyl-3-(2-methoxyethoxy)propan-2-amine | HCID 86674772 | 11% |
Reaction Steps
(S)-tert-Butyl 1-cyclopropyl-3-(2-methoxyethoxy)propan-2-ylcarbamate (1.01 g, 4 mmol) was dissolved in HCl/ethyl acetate (10 mL) and stirred at room temperature for 30 min. Then the reaction mixture was concentrated to give a residue, which was dissolved in H2O (10 mL) and then washed with ethyl acetate (2×10 mL). The pH of the aqueous layer was adjusted to 9˜10 with 5 N NaOH solution. After extraction with ethyl acetate (3×20 mL) the combined organic layers were washed with brine (50 mL), dried over Na2SO4 and concentrated to give the title product (0.072 g, 11%) as yellow oil; MS (EI): m/e=174.2 [M+Na]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290451B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-28a773d1c58146debffeccff44784b5a |
| Source note | uspto-grants-2016_03 |