HCID 86628166, compound → HCID 57587122, compound

HRID 2410619Notes

Reaction equation

HRID 2410619 reaction equation
[H][H].[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([NH:17][O:18]CC1C=CC=CC=1)=[O:16]>[Pd].C(O)C>[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([NH:17][OH:18])=[O:16]

Participants

5

Reactant 2

HCID 86628166HCID 86628166, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57587122HCID 57587122, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

Hydrogenation is carried out with hydrogen in a Parr reactor. Pd—C 120 mg, 12-amino-N-(benzyloxy)dodecanamide (1.0 g, 2.4 mmol) and ethanol (40 mL) are put into the reactor. It is advisable to heat the product in the ethanol to 50° C. first in an Erlenmeyer flask. Hydrogenation lasts 30 hours, after which filtration is carried out on a porous septum with a layer of celite, washing the septum several times with ethanol. The solution is concentrated in the Rotovapor and in the high vacuum pump to give 12-amino-N-hydroxy dodecanamide as a white solid (500 mg, Yield=66%).

Workup

  1. filtrationafter which filtration
  2. washwashing the septum several times with ethanol
  3. concentrationThe solution is concentrated in the Rotovapor and in the high vacuum pump

Sources & evidence

ORD record
ord-aa3b9b3c4dcd484c82f7444a88613388
Source dataset
uspto-grants-2014_08
Patent number
US08816107B2

Reaction notes

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