Ammonium Chloride → HCID 86615790, compound
Reaction equation
C([Si]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]1[CH2:17][O:16][C:15]([CH3:19])([CH3:18])[O:14]1)(C)C)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[NH4+].[CH3:40][S:41](Cl)(=[O:43])=[O:42]>O1CCCC1.C(N(CC)CC)C>[CH3:40][S:41]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]1[CH2:17][O:16][C:15]([CH3:19])([CH3:18])[O:14]1)(=[O:43])=[O:42]Participants
Procedure
tert-Butyl{2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]ethoxy}dimethylsilane (1.03 g) was dissolved in tetrahydrofuran (20 mL), a 1.0 M solution (4 mL) of tetrabutylammonium fluoride in tetrahydrofuran was added, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in ethyl acetate (20 mL) and subjected the reaction similar to that in Example 203 (ii) using methanesulfonyl chloride (0.3 mL) and triethylamine (2 mL) to give the title compound (857 mg) as a yellow oil.
Workup
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- dissolutionThe residue was dissolved in ethyl acetate (20 mL)
- customthe reaction similar to that in Example 203 (ii)
Sources & evidence
- ORD record
- ord-db4631a9065b4665b4ed0c16846fe1f0
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08178543B2
Reaction notes
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