Ammonium → HCID 23714305, compound
Reaction equation
Cl[CH2:2][CH:3]([OH:9])[CH2:4][S:5]([O-:8])(=[O:7])=[O:6].[Na+:10].[NH4+:11]>>[NH2:11][CH2:2][CH:3]([OH:9])[CH2:4][S:5]([O-:8])(=[O:7])=[O:6].[Na+:10]Participants
Procedure
Sodium 3-chloro-2-hydroxypropanesulfonate (1.97 g, 10 mmol) was dissolved in 12.5% aq. ammonium solution and it was stirred at room temperature overnight. Ammonia was removed by concentrating the solution in evaporator and Sodium 3-amino-2-hydroxypropanesulfonate was obtained. Sodium 3-amino-2-hydroxypropanesulfonate (177 mg, 1 mmol) was dissolved in water (10 ml), NaHCO3 (84 mg, 1 mmol) and lauroyl chloride (231 μl, 1 mmol) were added and the mixture was stirred at room temperature for 2 hours. After the reaction was completed, the compound was absorbed by adding Wakogel 50C18 (2 cm3), the gel was loaded into a column and washed with water (50 ml), and eluted with methanol (10 ml). The elution was cooled to give PHL (sodium 2-hydroxy-3-lauramide-1-propansulfonate) as a crystalline. MALDI-TOF-MS [M+Na]+ m/z=381.75.
Workup
- customAmmonia was removed
- concentrationby concentrating the solution
- customin evaporator
Sources & evidence
- ORD record
- ord-474b14b3307a4c66b555c4c3073caca4
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08058409B2
Reaction notes
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