Pyrrolidine → 3-(2-Hydroxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one

HRID 1353086

Reaction equation

HRID 1353086 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[O:14])[O:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>O1CCCC1>[OH:11][C:12]1[CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=1[CH2:8][CH2:9][C:10]([N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)=[O:14]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 179893417-Nitro-chroman-2-one

Product 1

HCID 179894043-(2-Hydroxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The crude 7-nitro-chroman-2-one (1.1 g, approx. 4.2 mmol) was dissolved in tetrahydrofuran (15 ml). Pyrrolidine (0.35 ml) was added and the reaction mixture stirred for 1 hour. The solution was adsorbed onto silica and eluted using methanol in dichloromethane. 3-(2-hydroxy-4-nitrophenyl)-1-pyrrolidin-1-yl-propan-1-one was obtained as a brown solid (900 mg, 3.40 mmol);

Workup

  1. washeluted

Sources & evidence

ORD record
ord-b26261e7abc241b48ba15ed8de4115b1
Source dataset
uspto-grants-2007_05
Patent number
US07220777B2

Linked notes

Loading…