Potassium Carbonate → HCID 71270828, compound

HRID 1525877Notes

Reaction equation

HRID 1525877 reaction equation
Br[CH:2]([C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)[C:3](=[O:5])[CH3:4].C(=O)([O-])[O-].[K+].[K+].Cl.[CH:20]1([N:23]2[CH2:28][C:27]3([CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[O:26][CH2:25][C:24]2=[O:34])[CH2:22][CH2:21]1>CN(C)C=O.O.[Cl-].[Na+].O>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([CH:2]([N:31]2[CH2:32][CH2:33][C:27]3([O:26][CH2:25][C:24](=[O:34])[N:23]([CH:20]4[CH2:21][CH2:22]4)[CH2:28]3)[CH2:29][CH2:30]2)[C:3](=[O:5])[CH3:4])=[CH:7][CH:8]=1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 69083351HCID 69083351, compoundHCID 86725422HCID 86725422, compound

Product 1

HCID 71270828HCID 71270828, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of 1-bromo-1-(4-bromophenyl)propan-2-one (0.225 mmol) in N,N-dimethylformamide (1 mL) was treated with potassium carbonate (0.676 mmol) and 4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (0.237 mmol). The reaction mixture was stirred at room temperature overnight, at which point it was diluted with water (50 mL) and brine (20 mL). The aqueous mixture was extracted four times with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to dryness in vacuo to afford the crude title compound as a brown solid.

Workup

  1. extractionThe aqueous mixture was extracted four times with dichloromethane
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-bfd846a758a8434093853ed4e8f732be
Source dataset
uspto-grants-2015_07
Patent number
US09084794B2

Reaction notes

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