Triethylamine → HCID 15669908, compound

HRID 654870Notes

Reaction equation

HRID 654870 reaction equation
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[C@@:21]([OH:32])([CH2:26][N:27]1[CH:31]=[N:30][CH:29]=[N:28]1)[C@@H:22]([CH3:25])[CH2:23][OH:24].C(=O)([O-])O.[Na+]>C(Cl)Cl>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[C@:21]([OH:32])([C@@H:22]([CH3:25])[CH2:23][O:24][S:9]([CH3:8])(=[O:11])=[O:10])[CH2:26][N:27]1[CH:31]=[N:30][CH:29]=[N:28]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 9818355HCID 9818355, compound

Product 1

HCID 15669908HCID 15669908, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

61 mg (0.61 mmole) of triethylamine and 64 mg (0.56 mmole) of methanesulfonyl chloride were added at 0° C., whilst stirring, to a solution of 74 mg (0.231 mmole) of (2S*,3R*)-3-(2,4-dichlorophenyl)-2-methyl-4-(1H-1,2,4-triazol-1-yl)-1,3-butanediol in 2 ml of methylene chloride. Fifteen minutes later the reaction mixture was mixed with a dilute aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, and the solvent was removed by evaporation under reduced pressure, to give 92 mg of a crude product.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with a saturated aqueous solution of sodium chloride
  3. customthe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-8c00f6a1448f4590a9e292a08586a997
Source dataset
uspto-grants-1992_07
Patent number
US05134152

Reaction notes

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