Beta-Alanine → HCID 19847267, compound

HRID 2350843Notes

Reaction equation

HRID 2350843 reaction equation
C(O)C.[OH-].[K+].[NH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[N+:12]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]([OH:25])=[C:17]([C:26](OC2C=CC=CC=2)=[O:27])[CH:16]=1)([O-:14])=[O:13]>O>[C:9]([CH2:8][CH2:7][NH:6][C:26]([C:17]1[CH:16]=[C:15]([N+:12]([O-:14])=[O:13])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]=1[OH:25])=[O:27])([OH:11])=[O:10]

Participants

6

Reactant 4

HCID 239Beta-AlanineHCID 702EthanolHCID 14797Potassium HydroxideHCID 1033292-Naphthalenecarboxylic acid, 1-hydroxy-4-nitro-, phenyl ester

Product 1

HCID 19847267HCID 19847267, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,500 ml of ethanol was added to a solution of 56.8 g of potassium hydroxide dissolved in 100 cc of water. 47 g of β-alanine was dissolved into this mixture, and then 132 g of 4-nitro-2-phenoxycarbonyl-1-naphthol was suspended, followed by reflux for 4 hours. After the reaction was completed, the solution was cooled, followed, by filtration of crystal. The obtained crystal was dissolved in 4,000 ml of water. After the insolubles were filtered off, the aqueous solution was neutralized with hydrochloric acid to give yellow crystals. Recrystallization from 5,000 ml of ethanol gave the desired product at a yield of 70%.

Workup

  1. temperatureby reflux for 4 hours
  2. temperaturethe solution was cooled
  3. filtrationfollowed, by filtration of crystal
  4. dissolutionThe obtained crystal was dissolved in 4,000 ml of water
  5. filtrationAfter the insolubles were filtered off
  6. customto give yellow crystals
  7. customRecrystallization from 5,000 ml of ethanol

Sources & evidence

ORD record
ord-551334c113bc40f7b8a2d5b6854c0308
Source dataset
uspto-grants-1989_10
Patent number
US04871655

Reaction notes

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