Stannous Chloride → HCID 66725103, compound

HRID 1799189Notes

Reaction equation

HRID 1799189 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:12][NH:11][C:10](=[O:13])[CH2:9]2)=[C:4]([N+:14]([O-])=O)[CH:3]=1.Cl[Sn]Cl>C(OCC)C.Cl>[ClH:1].[NH2:14][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[C@@H:8]1[CH2:12][NH:11][C:10](=[O:13])[CH2:9]1

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 66725171HCID 66725171, compound

Product 1

HCID 66725103HCID 66725103, compoundYield 192.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of (4R)-4-(4-chloro-2-nitrophenyl)pyrrolidin-2-one (150 mg, 0.714 mmol) in diethyl ether (1 mL) was slowly added a solution of SnCl2 (2 g, 3.21 mmol) in 2 mL of conc. hydrochloric acid. The reaction was vigorous. The reaction mixture was cooled to room temperature and a portion of ice/water was poured onto the reaction mixture. After a few minutes, the mixture was filtered. The solid was collected and washed with cold water to afford the title compound (170 mg, 90% yield). MS (ESI) m/z 211.06 (M+H)+.

Workup

  1. waitAfter a few minutes
  2. filtrationthe mixture was filtered
  3. customThe solid was collected
  4. washwashed with cold water

Sources & evidence

ORD record
ord-52632aa8c17a4fc087c305099be99354
Source dataset
uspto-grants-2013_01
Patent number
US08344028B2

Reaction notes

Loading…