HCID 131711154, compound → 30566-83-7

HRID 866776Notes

Reaction equation

HRID 866776 reaction equation
[ClH:1].C([N:9]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:10][C:11]([C:13]1[CH:22]=[C:17]([C:18]([O:20][CH3:21])=[O:19])[C:16]([O:23][CH3:24])=[CH:15][CH:14]=1)=[O:12])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[ClH:1].[C:25]([NH:9][CH2:10][CH:11]([C:13]1[CH:22]=[C:17]([C:18]([O:20][CH3:21])=[O:19])[C:16]([O:23][CH3:24])=[CH:15][CH:14]=1)[OH:12])([CH3:28])([CH3:27])[CH3:26]

Participants

5

Reactant 2

HCID 131711154HCID 131711154, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13171115330566-83-7Yield 91.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

5-(N-Benzyl-N-tert.butylglycyl)-o-anisic acid, methyl ester, hydrochloride (4.05g) in ethanol (60 ml) was added to a pre-reduced suspension of 10% Pd/C (1.0g) in ethanol (15 ml) and hydrogenated until uptake ceased (hydrogen uptake was 441.cc). The catalyst was filtered off and the filtrate evaporated to dryness to afford 5-(2-tert.butylamino-1-hydroxyethyl)-o-anisic acid, methyl ester, hydrochloride as a white crystalline solid (2.9g) m.p. 189°-194° .

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-0ab5bad80ed64fbe94c5efd0d4dabb10
Source dataset
uspto-grants-1978_07
Patent number
US04101579

Reaction notes

Loading…