Hydrochloric Acid → 3-[(Tert-butyldimethylsilyl)oxy]propan-1-ol
Reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].[C:6]([Si:10]([CH3:13])([CH3:12])Cl)([CH3:9])([CH3:8])[CH3:7].N1C=CN=C1.Cl>CN(C=O)C>[O:4]([CH2:3][CH2:2][CH2:1][OH:5])[Si:10]([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:13])[CH3:12]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 1,3-propanediol (10 mmol), tert-butyldimethylchlorosilane (11 mmol), and imidazole (22 mmol) dissolved in 5 mL of DMF was stirred at room temperature for 16 hours. The mixture was poured into 0.1 M HCl (100 mL) and extracted with ether (3×100 mL). The organic phases were washed with brine (100 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The mixture was purified by flash chromatography to give the product as a colorless oil.
Workup
- extractionextracted with ether (3×100 mL)
- washThe organic phases were washed with brine (100 mL)
- dry with materialdried over anhydrous MgSO4
- concentrationconcentrated in vacuo
- customThe mixture was purified by flash chromatography
Sources & evidence
- ORD record
- ord-3c0d0e4f28e3497f83930e61cad01c92
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06702705B1
Reaction notes
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