Cesium carbonate → HCID 57787132, compound

HRID 2426765Notes

Reaction equation

HRID 2426765 reaction equation
CS(Cl)(=O)=O.[OH:6][CH2:7][CH2:8][CH2:9][N:10]1[CH2:14][CH2:13][CH2:12][C:11]1=[O:15].O[C:17]1[CH:22]=[C:21]([CH3:23])[C:20]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][O:31][C:32]3[CH:39]=[CH:38][C:35]([CH:36]=[O:37])=[CH:34][CH:33]=3)[CH:25]=2)=[C:19]([CH3:40])[CH:18]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.C(OCC)(=O)C.C(N(CC)CC)C>[CH3:23][C:21]1[CH:22]=[C:17]([O:6][CH2:7][CH2:8][CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH:18]=[C:19]([CH3:40])[C:20]=1[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][O:31][C:32]2[CH:33]=[CH:34][C:35]([CH:36]=[O:37])=[CH:38][CH:39]=2)[CH:25]=1

Participants

8

Reactant 4

HCID 10796Cesium carbonateHCID 31297Methanesulfonyl chlorideHCID 5667441-(3-Hydroxypropyl)pyrrolidin-2-oneHCID 57787477HCID 57787477, compound

Product 1

HCID 57787132HCID 57787132, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

Methanesulfonyl chloride was dropwise added to a mixture of 1-(3-hydroxypropyl)pyrrolidin-2-one, triethylamine and ethyl acetate under ice-cooling, followed by stirring at 0° C. for 2 hours to obtain a colorless oil. 4-[(4′-Hydroxy-2′,6′-dimethylbiphenyl-3-yl)methoxy]benzaldehyde, cesium carbonate and DMF were added to the resulting oil, followed by stirring with heating at 60° C. for 19 hours to obtain 4-({2′,6′-dimethyl-4′-[3-(2-oxopyrrolidin-1-yl)propoxy]biphenyl-3-yl}methoxy)benzaldehyde.

Workup

  1. temperaturecooling
  2. customto obtain a colorless oil
  3. stirringby stirring
  4. temperaturewith heating at 60° C. for 19 hours

Sources & evidence

ORD record
ord-5ab3374b879649f48b905b1338ba7942
Source dataset
uspto-grants-2011_06
Patent number
US07968552B2

Reaction notes

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