Acetic Acid → HCID 21847185, compound

HRID 1387742Notes

Reaction equation

HRID 1387742 reaction equation
[CH3:1][O:2][C:3]1[C:4]([OH:28])=[CH:5][C:6]2[CH2:15][CH2:14][CH:13]([NH:16]C(C3C=CC=CC=3)C)[C:12]3[CH2:11][CH2:10][CH2:9][C:8]=3[C:7]=2[C:25]=1[O:26][CH3:27].CO.C(O)(=O)C.C>[OH-].[Pd+2].[OH-].O>[NH2:16][CH:13]1[C:12]2[CH2:11][CH2:10][CH2:9][C:8]=2[C:7]2[C:25]([O:26][CH3:27])=[C:3]([O:2][CH3:1])[C:4]([OH:28])=[CH:5][C:6]=2[CH2:15][CH2:14]1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 297MethaneHCID 887MethanolHCID 21847179HCID 21847179, compound

Product 1

HCID 21847185HCID 21847185, compoundYield 82.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 962WaterSolvent

Procedure

5 g of the product of Stage A, 50 ml of methanol, 25 ml of acetic acid and 150 ml of water were stirred for 30 hours at ambient temperature under a hydrogen atmosphere (400 mbar) in the presence of 2 g of 20% palladium hydroxide on wet activated charcoal (50% water). Filtration was carried out followed by washing with methanol, then concentrating to dryness under reduced pressure at 40° C. After crystallization from ethyl acetate, 3 g of the expected product were obtained.

Workup

  1. filtrationFiltration
  2. washby washing with methanol
  3. concentrationconcentrating to dryness under reduced pressure at 40° C
  4. customAfter crystallization from ethyl acetate

Sources & evidence

ORD record
ord-72b8747ab83a496ca4aa5e007fd70207
Source dataset
uspto-grants-2001_07
Patent number
US06268520B1

Reaction notes

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