Sodium hydride → Trimethylsilylethoxymethyltetrazole
Reaction equation
[H-].[Na+].[NH:3]1[CH:7]=[N:6][N:5]=[N:4]1.[CH3:8][Si:9]([CH2:12][CH2:13][O:14][CH2:15]Cl)([CH3:11])[CH3:10]>CN(C=O)C>[CH3:8][Si:9]([CH2:12][CH2:13][O:14][CH2:15][C:7]1[NH:6][N:5]=[N:4][N:3]=1)([CH3:11])[CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a Suspension of 1.1 mmol NaH in 5 mL DMF at 0° C. was added a solution of 1.0 mmol tetrazole in 2 mL DMF. After 30 min, trimethylsilylethoxymethylchloride was added and the mixture stirred for 16 h. Extraction and chromatography provided trimethylsilylethoxymethyltetrazole as an oil.
Workup
- extractionExtraction and chromatography
Sources & evidence
- ORD record
- ord-dfbffeb92a874b419566deb178159f88
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05731432
Reaction notes
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