Sodium Methoxide → 5-(Azidomethyl)tetrahydro-3-thiophenethiol
Reaction equation
[N:1]([CH2:4][CH:5]1[S:9][CH2:8][CH:7]([S:10]C(=O)C)[CH2:6]1)=[N+:2]=[N-:3].C[O-].[Na+]>CO>[N:1]([CH2:4][CH:5]1[S:9][CH2:8][CH:7]([SH:10])[CH2:6]1)=[N+:2]=[N-:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 0° C. solution, under argon, of 0.279 g of product from Example 141 in 3 ml of dry methyl alcohol is treated with 0.35 ml of 4.35M sodium methoxide. After 2 hours, the reaction mixture is concentrated in vacuo and the residue purified by chromatography (silica gel: 0-5% diethyl ether/hexane) to give 0.0465 g of the desired product.
Workup
- concentrationthe reaction mixture is concentrated in vacuo
- customthe residue purified by chromatography (silica gel: 0-5% diethyl ether/hexane)
Sources & evidence
- ORD record
- ord-586d8aa41bf84e4aa9d16682505234d4
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05623081
Reaction notes
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