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Hydrochloric Acid → Butanoic acid, 3-aMino-, Methyl ester, hydrochloride

HRID 1837824
Notes
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Reaction equation

HRID 1837824 reaction equation
[NH2:1]/[C:2](/[CH3:8])=[CH:3]\[C:4]([O:6][CH3:7])=[O:5].[ClH:9].[H][H]>CO.[Pt]>[ClH:9].[NH2:1][CH:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 643918Methyl 3-aminocrotonateHCID 178418361HCID 178418361, compound

Product 1

HCID 12500431Butanoic acid, 3-aMino-, Methyl ester, hydrochlorideYield 96%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

5.0 g (43.4 mmol) of methyl 3-aminocrotonate, 70 ml of a 9.3% strength solution of 17 g (43 mmol) of HCl gas in anhydrous methanol and 0.22 g of Pt/C catalyst (Heraeus K0129) were introduced into a 160 ml Parr autoclave. The hydrogenation was carried out for 3 hours at 21-25° C. under 5-10 bar of hydrogen. The catalyst was then filtered off and the solvent was completely removed by distillation on a rotary evaporator. 6.34 g of pure methyl (RS)-3-amino-butyrate hydrochloride were obtained as an oil.

Workup

  1. filtrationThe catalyst was then filtered off
  2. customthe solvent was completely removed by distillation on a rotary evaporator

Sources & evidence

ORD record
ord-d186fd5f8e4f4f8599b41720ecd868f4
Source dataset
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06784311B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes