Sulfuric Acid → HCID 86588501, compound

HRID 1837825Notes

Reaction equation

HRID 1837825 reaction equation
[NH2:1]/[C:2](/[CH3:8])=[CH:3]\[C:4]([O:6][CH3:7])=[O:5].[S:9](=[O:13])(=[O:12])([OH:11])[OH:10].[H][H]>[Pt].CO>[S:9]([OH:13])([OH:12])(=[O:11])=[O:10].[NH2:1][CH:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 643918Methyl 3-aminocrotonateHCID 178418361HCID 178418361, compound

Product 1

HCID 86588501HCID 86588501, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

5.0 g (43.4 mmol) of methyl 3-aminocrotonate, 70 ml of anhydrous methanol, 1.5 equivalent of sulfuric acid and 0.22 g of Pt/C catalyst (Heraeus K0129) were introduced into a 160 ml Parr autoclave. The hydrogenation was carried out for 2 hours at approximately 25° C. under 3-10 bar of hydrogen. The catalyst was then filtered off and the solvent was completely removed by distillation on a rotary evaporator. 6.13 g of pure methyl (RS)-3-aminobutyrate sulfate were obtained as an oil. The hydrogensulfate can be prepared correspondingly.

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-7b584f5247ff4d20b15b786fc36967fd
Source dataset
uspto-grants-2004_08
Patent number
US06784311B2

Reaction notes

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