Triethylamine → HCID 68780434, compound

HRID 2263370Notes

Reaction equation

HRID 2263370 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[N:5]=[C:6]([CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[O:7][C:8]=1[CH2:9]O.C(N(CC)CC)C.CS([Cl:32])(=O)=O>ClCCl>[Cl:32][CH2:9][C:8]1[O:7][C:6]([CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[N:5][C:4]=1[CH2:3][O:2][CH3:1]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68779597HCID 68779597, compound

Product 1

HCID 68780434HCID 68780434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

420 mg {4-Methoxymethyl-2-[2-(4-methoxy-phenyl)-vinyl]-oxazol-5-yl}-methanol were dissolved in 5 ml dichloromethane and cooled in an ice bath. 0.32 ml triethylamine were added, followed by the addition of 141 μl methanesulfonylchloride. The ice bath was removed and the resulting mixture stirred at room temperature over night. 50 ml dichloromethane were added and the reaction mixture was then washed with water and brine, dried over MgSO4 and the solvent removed in vacuo to obtain 491 mg 5-chloromethyl-4-methoxymethyl-2-[2-(4-methoxy-phenyl)-vinyl]-oxazole as an oil which was used without further purification.

Workup

  1. temperaturecooled in an ice bath
  2. customThe ice bath was removed
  3. addition50 ml dichloromethane were added
  4. washthe reaction mixture was then washed with water and brine
  5. dry with materialdried over MgSO4
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-a50c29a357c444968cf22db0279ca917
Source dataset
uspto-grants-2010_12
Patent number
US07851493B2

Reaction notes

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