Triethylamine → HCID 15405420, compound

HRID 1675199Notes

Reaction equation

HRID 1675199 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:14])[CH:5]([NH2:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[CH3:22][O:23][CH2:24][C:25](Cl)=[O:26].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.O>[CH3:2][O:3][C:4](=[O:14])[C@@H:5]([NH:13][C:25](=[O:26])[CH2:24][O:23][CH3:22])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 516892Sodium BicarbonateHCID 3084017Methyl 3-phenyl-DL-alaninate hydrochloride

Product 1

HCID 15405420HCID 15405420, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Conditions

Temperature
-78 °C

Procedure

500 mg of 2-amino-3-phenyl-propionic acid methylester hydrochloride dissolved in 10 ml of chloroform was cooled to −78° C., 0.96 ml of triethylamine and 0.23 ml of methoxyacetylchloride were added thereto, and the solution was reacted at room temperature for 2 hours. The reacted solution dissolved in distilled water was adjusted to pH 9 by adding saturated sodium bicarbonate solution, extracted with organic solvent, dried over magnesium sulfate, and filtered and distilled under a reduced pressure to obtain the title compound (427 mg, 73%).

Workup

  1. customthe solution was reacted at room temperature for 2 hours
  2. extractionextracted with organic solvent
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-3cbffa5d51114130998001c38adcd871
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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