Cesium carbonate → HCID 60705508, compound

HRID 2377231Notes

Reaction equation

HRID 2377231 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:11].C(=O)([O-])[O-].[Cs+].[Cs+].Cl[CH2:19][CH:20]1[O:24][C:23](=[O:25])[NH:22][CH2:21]1>CN(C)C=O>[O:11]=[C:6]1[C:7]2[C:3](=[C:2]([O:1][CH2:19][CH:20]3[O:24][C:23](=[O:25])[NH:22][CH2:21]3)[CH:10]=[CH:9][CH:8]=2)[CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 908155-Chloromethyloxazolidin-2-oneHCID 5905474-Hydroxy-1-indanone

Product 1

HCID 60705508HCID 60705508, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 4-hydroxy-1-indanone (500 mg, 3.37 mmol), cesium carbonate (2.0 g, 6.14 mmol) and 5-chloromethyl-2-oxazolidinone (503 mg, 3.71 mmol) in N,N-dimethylformamide (5 mL) was stirred under nitrogen in a heavy walled process vial in a microwave synthesizer at about 200° C. for about 5 minutes. The reaction mixture was cooled, concentrated under vacuum and the residue was purified by flash column chromatography on silica gel using dichloromethane/methanol (50:1) as the mobile phase to provide the desired product. MS (ESI): m/z 248 (M+H)+.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated under vacuum
  3. customthe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-cca4ef42968245d88a8ebb86a0becf99
Source dataset
uspto-grants-2008_12
Patent number
US07468371B2

Reaction notes

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