Beta-Alanine → 400748-16-5

HRID 1428417Notes

Reaction equation

HRID 1428417 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[OH-].[Na+].[C:9](Cl)(=[O:18])[C:10]1[C:11]([O:16][CH3:17])=[CH:12][CH:13]=[CH:14][CH:15]=1.Cl>O>[C:9]([NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])(=[O:18])[C:10]1[C:11]([O:16][CH3:17])=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 239Beta-AlanineHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 889692-Methoxybenzoyl chloride

Product 1

HCID 2306682400748-16-5Yield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ten grams of β-alanine and 9 g of sodium hydroxide were dissolved in 100 mL of purified water, and 17.4 g of o-anisoylchloride were added dropwise under freezing conditions. After stirring for six hours, hydrochloric acid was added and the pH was adjusted to 2 or less. After extraction with 500 mL of ethyl acetate, the product was desiccated over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was recrystallized with aqueous ethanol, and 17.0 g of the desired product was obtained (yield of 75%).

Workup

  1. extractionAfter extraction with 500 mL of ethyl acetate
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was recrystallized with aqueous ethanol

Sources & evidence

ORD record
ord-d79259d3380e446d823d4a4a8f6dea59
Source dataset
uspto-grants-2015_01
Patent number
US08937090B2

Reaction notes

Loading…