Triethylamine → 919482-29-4

HRID 1594159Notes

Reaction equation

HRID 1594159 reaction equation
[CH3:1][C:2]1([CH3:8])[O:6][CH2:5][CH:4]([OH:7])[O:3]1.[CH2:9](N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18].[Cl-].[NH4+]>O1CCCC1>[CH3:16][S:17]([O:7][CH:4]1[CH2:5][O:6][C:2]([CH3:8])([CH3:1])[O:3][CH2:9]1)(=[O:19])=[O:18]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 31297Methanesulfonyl chlorideHCID 155822192,2-Dimethyl-1,3-dioxolan-4-ol

Product 1

HCID 44189836919482-29-4

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 2,2-dimethyl-1,3-dioxolan-5-ol (743 mg) solution in tetrahydrofuran (10 mL) was cooled to 0° C. in nitrogen atmosphere. To the reaction mixture, triethylamine (1.87 mL) and methanesulfonyl chloride (520 μL) were successively added at 0° C., followed by 30 minutes' stirring. After addition of saturated aqueous ammonium chloride solution, the reaction mixture was extracted with ethyl acetate. The extract washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was removed by distillation to provide 837 mg of crude title compound as a colorless solid.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe extract washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-5994f08bc24b4279a61f0e779823fb82
Source dataset
uspto-grants-2007_11
Patent number
US07300947B2

Reaction notes

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