Water → HCID 68292638, compound

HRID 72339Notes

Reaction equation

HRID 72339 reaction equation
[Na+].[NH2:2][C@H:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][C:6]([O-])=[O:7].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[NH2:2][C@H:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][CH2:6][OH:7]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 118989012HCID 118989012, compound

Product 1

HCID 68292638HCID 68292638, compoundYield 5.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

(S)-4-Amino-4-phenylbutyric acid sodium salt (1.48 g) was added in portions to a suspension of lithium aluminum hydride (1.00 g) in THF (100 ml). The mixture was stirred at 50° C. for 4 hours and then admixed successively with water (1 ml), 6 N NaOH solution (3 ml) and again with water (3 ml), and filtered. The filtrate was concentrated and the residue was purified by column chromatography. This gave the product (70 mg) with a molecular weight of 165.2 g/mol (C10H15NO); MS (ESI): m/e=166 (M+H+).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-9c5f2c9c335a42fa82dcfb451170c665
Source dataset
uspto-grants-2014_09
Patent number
US08828995B2

Reaction notes

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