Hydrochloric Acid → HCID 938842, compound
Reaction equation
[NH2:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3].[OH-].[Na+].[N:9]1([C:15](Cl)=[O:16])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.Cl>O1CCCC1.O>[O:12]1[CH2:13][CH2:14][N:9]([C:15]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])=[O:16])[CH2:10][CH2:11]1Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
4 g(50 mmol) of L-alanine and 2 g(50 mmol) of NaOH were added to 30 ml of distilled water. The mixture was cooled to 0° C. and then stirred vigorously. To the mixture was added slowly a solution of 7.1 g(50 mmol) of morpholinecarbonyl-chloride in 30 ml of tetrahydrofuran, while adjusting the whole mixture to pH 8.5-pH 9.5 with the addition of 0.05N NaOH. After the reaction was completed, the reaction mixture was acidifiedto pH 2 with 6N HCl. The reaction mixture was extracted with a mixed solvent of ethyl acetate and THF(1:1) (30 ml×3) and the organic layer was concentrated under a reduced pressure to give 4 g of the title compound(yield: 40%).
Workup
- extractionThe reaction mixture was extracted with a mixed solvent of ethyl acetate and THF(1:1) (30 ml×3)
- concentrationthe organic layer was concentrated under a reduced pressure
Sources & evidence
- ORD record
- ord-46007d8903a849d0ada1a19985433fa6
- Source dataset
- uspto-grants-1998_04
- Patent number
- US05744621
Reaction notes
Loading…