Hydrochloric Acid → HCID 22691250, compound

HRID 1088609Notes

Reaction equation

HRID 1088609 reaction equation
Cl.Cl.[NH2:3][C@@H:4]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])=[O:6].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:3][C@@H:4]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 131716660HCID 131716660, compound

Product 1

HCID 22691250HCID 22691250, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The hydrochloride product from part (c) (1.61 g., 4.81 mmole) is partitioned between ethyl acetate and 5% aqueous sodium bicarbonate (100 ml. each). The organic layer is separated, washed with brine, dried (MgSO4), and concentrated in vacuo to give 3-[[(S)-2-amino-1-oxo-3-phenylpropyl]amino]benzoic acid, methyl ester.

Workup

  1. customThe organic layer is separated
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2d438d2fec2e4dd281120b2c3dcbcb18
Source dataset
uspto-grants-1990_10
Patent number
US04963539

Reaction notes

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