Acetamide → Methyl N-acetyl-DL-phenylalaninate

HRID 2413366Notes

Reaction equation

HRID 2413366 reaction equation
[CH2:1](Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([NH2:12])(=[O:11])[CH3:10].[C]=O.[H][H].[CH3:17][O-:18].[Na+].C([C:24]([CH3:26])=[O:25])C(C)C>[CH-]=O.[CH-]=O.[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Co].[Co+2].CO>[CH3:17][O:18][C:24](=[O:25])[CH:26]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[NH:12][C:9](=[O:11])[CH3:10]

Participants

9

Reactant 6

HCID 178AcetamideHCID 7503Benzyl ChlorideHCID 7909Methyl Isobutyl KetoneHCID 10942334Sodium MethoxideHCID 178418361HCID 178418361, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 97805Methyl N-acetyl-DL-phenylalaninate

Reagents, catalysts & solvents 2

HCID 25049Dicobalt Octacarbonyl (stabilized with 1-5% Hexane)CatalystHCID 887MethanolSolvent

Procedure

The process of claim 1 wherein benzyl chloride is reacted with acetamide, carbon monoxide, hydrogen, and methanol in the presence of dicobalt octacarbonyl, sodium methoxide, and methyl isobutyl ketone so as to form N-acetyl-D,L-phenylalanine methyl ester.

Sources & evidence

ORD record
ord-20fa67bc1464417a85e32a18d1fad160
Source dataset
uspto-grants-1985_01
Patent number
US04496756

Reaction notes

Loading…