Hydrochloric Acid → 5-azidopentanoic Acid
Reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][C:8]([O:10]CC)=[O:9])=[N+:2]=[N-:3].CN(C)C=O.[OH-].[Li+].Cl>O>[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9])=[N+:2]=[N-:3]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To ethyl 5-azidovalerate (1.6 g; 10 mmol; Example 2.1) in 5 ml-dimethylformamide, was added lithium hydroxide (1.0 g; 20 mmol; Fisher) in 5 ml water, and the reaction mixture was stirred 12 h at 25° C. The reaction mixture was adjusted to pH ˜4 by addition of 1 N HCl and was extracted with 100 ml diethyl ether. The resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.4 g (9.8 mmol, 99% yield).
Workup
- extractionwas extracted with 100 ml diethyl ether
- washThe resulting organic layer was washed with water (100 ml) and brine (100 ml)
- dry with materialdried over sodium sulfate
- customdried in vacuo
Sources & evidence
- ORD record
- ord-5ca6025cb0c84ab8afc1e58f3fb6d681
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08372839B2
Reaction notes
Loading…