Chloride → HCID 90044568, compound
Reaction equation
[Cl-:1].[CH3:2][CH2:3][CH:4]([OH:7])[CH2:5][CH3:6].[NH2:8][C@H:9]([C:11](O)=[O:12])[CH3:10]>>[ClH:1].[CH3:2][CH2:3][CH:4]([O:7][C:11](=[O:12])[C@H:9]([CH3:10])[NH2:8])[CH2:5][CH3:6]Participants
4
Procedure
Tionyl chloride (1.6 ml, 0.022 M) was added dropwise to a stirred solution of 3-pentanol (18.2 ml, 0.17 M) at 0° C. under nitrogen. The mixture was stirred for 30 minutes, then allowed to warm to room temperature. L-Alanine (pre-dried at 60° C. over P2O5 for 4 hrs: 1.0 g, 0.011 M) was added and the resulting suspension was heated at reflux overnight (the reaction mixture became a clear, colourless solution). The solvent was removed under reduced pressure to leave an oil which was repeatedly triturated and coevaporated with diethyl ether, then petrol (60/80) to remove traces of 3-pentanol. The resulting oily residue solidified on drying under high vacuum to give a peach-coloured solid (1.96 g, 10 mmol, 89%).
Workup
- temperaturethe resulting suspension was heated
- temperatureat reflux overnight (the reaction mixture
- customThe solvent was removed under reduced pressure
- customto leave an oil which
- customwas repeatedly triturated
- custompetrol (60/80) to remove traces of 3-pentanol
- customon drying under high vacuum
Sources & evidence
- ORD record
- ord-e74a4653d52b4ea0b5229a93da107fb9
- Source dataset
- uspto-grants-2003_10
- Patent number
- US06638919B2
Reaction notes
Loading…