Dichloromethane → Eszopiclone

HRID 2427792Notes

Reaction equation

HRID 2427792 reaction equation
ClCCl.[CH3:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C@@H:14]2[N:23]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][N:29]=3)[C:21](=[O:22])[C:16]3[N:17]=[CH:18][CH:19]=[N:20][C:15]2=3)=[O:12])[CH2:7][CH2:6]1.C(N[C@H](C([O-])=O)CC([O-])=O)(=O)C.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C@@H:14]2[N:23]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][N:29]=3)[C:21](=[O:22])[C:16]3[N:17]=[CH:18][CH:19]=[N:20][C:15]2=3)=[O:12])[CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 86627065HCID 86627065, compound

Product 1

HCID 969472EszopicloneYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

45 ml of dichloromethane were added to a solution of 3 g of (S)-zopiclone N-acetyl-L-aspartate in 6 ml of water at room temperature. The mixture is basified to pH 10 with a solution of 40% aqueous potassium carbonate. The aqueous layer is decanted and extracted with 45 ml of dichloromethane. Organic layers were joined together and concentrated under vacuum until dryness obtaining 2.04 g of eszopiclone (100%) as a white solid.

Workup

  1. customThe aqueous layer is decanted
  2. extractionextracted with 45 ml of dichloromethane
  3. concentrationconcentrated under vacuum until dryness

Sources & evidence

ORD record
ord-970518e6285f48068992db1ecb9d6c51
Source dataset
uspto-grants-2011_06
Patent number
US07968712B2

Reaction notes

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