HCID 12147050, compound → HCID 9920639, compound

HRID 393360Notes

Reaction equation

HRID 393360 reaction equation
[CH:1]([N:3]([CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14]CC2C=CC=CC=2)[CH:9]=1)[OH:4])=[O:2]>CO.[Pd]>[CH:1]([N:3]([CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[CH:9]=1)[OH:4])=[O:2]

Participants

4

Reactant 1

HCID 12147050HCID 12147050, compound

Product 1

HCID 9920639HCID 9920639, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A heterogeneous solution of N-formyl-N-hydroxy-2-(3-benzyloxyphenoxy)ethylamine (300 mg) and Pd/C (100 mg) in methanol (7 mL) was stirred under an H2 balloon for 3 h. The reaction mixture was then filtered through Celite, washing with CH2Cl2. The filtrate was concentrated to a yellow oil which was purified by reverse-phase HPLC to provide N-formyl-N-hydroxy-2-(3-hydroxyphenoxy)ethylamine as a white solid.

Workup

  1. filtrationThe reaction mixture was then filtered through Celite
  2. washwashing with CH2Cl2
  3. concentrationThe filtrate was concentrated to a yellow oil which
  4. customwas purified by reverse-phase HPLC

Sources & evidence

ORD record
ord-6fc14f53513b48b08ccef8758c2f28bc
Source dataset
uspto-grants-2004_10
Patent number
US06806369B2

Reaction notes

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