Chloride → HCID 60635877, compound

To a solution of diethyl amine (2.19 g, 30 mmol) and Et3N (3.33 g, 33 mmol) in THF (50 ml) was added dropwise cyclobutanecarboxyl chloride (3.56 g, 30 mmol) at 0° C. The reaction mixture was stirred at RT for 1 h and the precipitate was filtered out and THF was removed by in vacuo. The resulting oil was dissolved into EtOAc (100 mL), washed with 0.2 N HCl (100 mL), 5% NaHCO3 (100 mL), brine (100 mL), dried (MgSO4) and concentrated in vacuo to afford the title compound (4.4 g, 95% yield) as light yellow oil used in the next step without purification. 1H NMR (CDCl3) δ 1.1 (m, 6H), 1.7-2.3 (m, 6H), 3.2 (m, 3H), 3.3 (q, J=7.32 Hz, 2H).

1. filtrationthe precipitate was filtered out and THF
2. customwas removed by in vacuo
3. dissolutionThe resulting oil was dissolved into EtOAc (100 mL)
4. washwashed with 0.2 N HCl (100 mL), 5% NaHCO3 (100 mL), brine (100 mL)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated in vacuo

ORD record

ord-38f9ea778e4f4071b86adca97bc1972e

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07863312B2