Reaction #3073

ord-dfbffeb92a874b419566deb178159f88

Reaction equation

[H-].[Na+]
NaH
c1nnn[nH]1
tetrazole
C[Si](C)(C)CCOCCl
trimethylsilylethoxymethylchloride
→
C[Si](C)(C)CCOCc1nnn[nH]1
trimethylsilylethoxymethyltetrazole

Reactants

[H-].[Na+]
NaH
c1nnn[nH]1
tetrazole
C[Si](C)(C)CCOCCl
trimethylsilylethoxymethylchloride

Reagents

None

Solvents

CN(C)C=O
DMF
CN(C)C=O
DMF

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ExtractionExtraction and chromatography

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731432uspto-grants-1998_03