Triethylamine → HCID 19914719, compound

HRID 1090151Notes

Reaction equation

HRID 1090151 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:19])([CH:16]([OH:18])[CH3:17])[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[N:12]1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:19])([CH:16]([O:18][S:28]([CH3:27])(=[O:30])=[O:29])[CH3:17])[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[N:12]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19914722HCID 19914722, compound

Product 1

HCID 19914719HCID 19914719, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a suspension of 2-(2,4-dichlorophenyl)-3-hydroxy-1-(triazol-1-yl)butan-2-ol (1.0 g; 3.3 mmol) obtained in Reference Example 3 in benzene (10 ml) was added triethylamine (1.0 g; 9.9 mmol) and methanesulfonyl chloride (0.76 g; 6.6 mmol) at 25 to 40° C., and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen bicarbonate and water, dried over magnesium sulfate and evaporated in vacuo to give 2-(2,4-dichlorophenyl)-3-mesyloxy-1-(triazol-1-yl)butan-2-ol (1.26 g, 100 %) as crystals m.p., 147-149° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with aqueous sodium hydrogen bicarbonate and water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-1849bdd10d8543daade7804011b925f9
Source dataset
uspto-grants-1992_01
Patent number
US05081139

Reaction notes

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