Methanesulfonic Acid → HCID 86605368, compound

HRID 1367759Notes

Reaction equation

HRID 1367759 reaction equation
[NH2:1]/[C:2](/[CH3:8])=[CH:3]\[C:4]([O:6][CH3:7])=[O:5].[CH3:9][S:10]([OH:13])(=[O:12])=[O:11].[H][H]>CO>[CH3:9][S:10]([OH:13])(=[O:12])=[O:11].[NH2:1][C@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 643918Methyl 3-aminocrotonateHCID 178418361HCID 178418361, compound

Product 1

HCID 86605368HCID 86605368, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under a nitrogen atmosphere, 78.0 mg (0.0869 mmol) of Ru(OCOCH3)2((R)-tol-binap), 1.00 g (8.69 mmol) of methyl 3-aminocrotonate, 0.83 g (8.69 mmol) of methanesulfonic acid and 5 ml of methanol were placed in a stainless steel autoclave, and the mixture was kept at 50° C. under 3 MPa pressure of hydrogen for 15 hours with stirring. After completion of the reaction, the solvent was distilled off, and the residue was recrystallized from methanol/ethyl acetate to give the objective methyl (R)-3-aminobutanoate methanesulfonate (1.135 g, white crystals). The yield was 61.3%.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. customthe residue was recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-692e1e29cf084d7585b19afae11a19f1
Source dataset
uspto-grants-2011_02
Patent number
US07893296B2

Reaction notes

Loading…