Ethyl 3-(nitromethyl)hexanoate → 4-Propylpyrrolidin-2-one

300 g (1.476 mol) of 3-nitromethyl-hexanoic acid ethyl ester (B) are diluted in methanol (500 ml). The mixture is transferred to an autoclave of 1 L. The reaction mixture is allowed to react at 55° C. under 50 bars of hydrogen pressure for 28 h. The catalyst is filtered on celite and washed with methanol. The filtrate is recovered with 500 ml of dichloromethane. Then, the solution is extracted with water (2×400 ml). The organic layers are dried with MgSO4, filtered and concentrated to afford an oil residue (177.12 g, HPLC purity=82.6%) which is purified by distillation (110° C., 7.10−2 mbar). 147.82 g of (C) are obtained (Yield=78.7%).

1. filtrationThe catalyst is filtered on celite
2. washwashed with methanol
3. customThe filtrate is recovered with 500 ml of dichloromethane
4. extractionThen, the solution is extracted with water (2×400 ml)
5. dry with materialThe organic layers are dried with MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customto afford an oil residue (177.12 g, HPLC purity=82.6%) which
9. distillationis purified by distillation (110° C., 7.10−2 mbar)

ORD 기록

ord-35ac8679cc014c44a30fe23fe7443c46

출처 데이터셋

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08957226B2