(S)-tert-Butyl 1-cyclopropyl-3-(2-methoxyethoxy)propan-2-ylcarbamate → (S)-1-Cyclopropyl-3-(2-methoxyethoxy)propan-2-amine

(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]+.

1. concentrationThen the reaction mixture was concentrated
2. customto give a residue, which
3. washwashed with ethyl acetate (2×10 mL)
4. extractionAfter extraction with ethyl acetate (3×20 mL) the combined organic layers
5. washwere washed with brine (50 mL)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated

ORD record

ord-716297ed56a34a4e9dfd9dd912a2d9d9

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09321727B2