Lawesson's reagent → HCID 11333516, compound

HRID 1369908Notes

Reaction equation

HRID 1369908 reaction equation
[F:1][C:2]12[CH2:14][CH2:13][CH2:12][CH:11]1[C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:4][C:3]2=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:25])=CC=1>C1COCC1>[F:1][C:2]12[CH2:14][CH2:13][CH2:12][CH:11]1[C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:4][C:3]2=[S:25]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 11206513HCID 11206513, compound

Product 1

HCID 11333516HCID 11333516, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 150 mg (0.73 mmol) of 3a-fluoro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one in 50 ml of THF is mixed with 607 mg (1.5 mmol) of Lawesson's reagent. After 1 hour of stirring at room temperature, the batch is refluxed for 2 hours. Then, the reaction mixture is concentrated by evaporation and the residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate): 150 mg of product.

Workup

  1. temperaturethe batch is refluxed for 2 hours
  2. concentrationThen, the reaction mixture is concentrated by evaporation
  3. customthe residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate)

Sources & evidence

ORD record
ord-1cb703bd253f4143a13d6225439e091d
Source dataset
uspto-grants-2003_06
Patent number
US06579883B1

Reaction notes

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