HCID 20318584, compound → 5-(2-Amino-1-hydroxyethyl)-o-anisamide

HRID 866777

Reaction equation

HRID 866777 reaction equation
C([N:8](CC1C=CC=CC=1)[CH2:9][C:10]([C:12]1[CH:20]=[C:16]([C:17]([NH2:19])=[O:18])[C:15]([O:21][CH3:22])=[CH:14][CH:13]=1)=[O:11])C1C=CC=CC=1.[H][H]>O1CCCC1.C(O)C.[Pd]>[NH2:8][CH2:9][CH:10]([C:12]1[CH:20]=[C:16]([C:17]([NH2:19])=[O:18])[C:15]([O:21][CH3:22])=[CH:14][CH:13]=1)[OH:11]

Participants

6

Reactant 2

HCID 20318584HCID 20318584, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 203185835-(2-Amino-1-hydroxyethyl)-o-anisamide

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-(N,N-dibenzylglycyl)-o-anisamide (3.88g) in tetrahydrofuran (25 ml) and ethanol (125ml) was added to a pre-reduced suspension of 10% Pd/C (1.0g) in ethanol (25 ml). Uptake of hydrogen ceased within 14 hours. The catalyst was filtered off and the solvent evaporated under reduced pressure to leave 5-(2-amino-1-hydroxyethyl)-o-anisamide as a colourless gum.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-4f0d162cc99e46d8bdd5aa4995cc500b
Source dataset
uspto-grants-1978_07
Patent number
US04101579

Linked notes

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