Hydrochloric Acid → HCID 67653248, compound

HRID 725123Notes

Reaction equation

HRID 725123 reaction equation
C([O:9][C:10]1[CH:33]=[CH:32][C:31]([O:34]C(=O)C2C=CC=CC=2)=[CH:30][C:11]=1[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[O:13])(=O)C1C=CC=CC=1.Cl>C(O)C.[Pd]>[OH:9][C:10]1[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][C:11]=1[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[O:13]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67653744HCID 67653744, compound

Product 1

HCID 67653248HCID 67653248, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution containing 3.55 g (6.5 mmol) of ethyl 11-{N-[2,5-di(benzoyloxy)benzoyl]amino}undecanoate (compound of Example 9) in 95 ml of ethanol was adjusted to a pH value of 3 by adding concentrated hydrochloric acid, and hydrogenated in the presence of 1.3 g of 10% palladium-on-carbon catalyst under environmental pressure. After filtering off the catalyst, the solution was evaporated under reduced pressure, the residue was thoroughly triturated with 10 ml petroleum ether and dried to obtain 1.60 g (67.3%) of the aimed compound, m.p.: 72°-74° C.

Workup

  1. filtrationAfter filtering off the catalyst
  2. customthe solution was evaporated under reduced pressure
  3. customthe residue was thoroughly triturated with 10 ml petroleum ether
  4. customdried

Sources & evidence

ORD record
ord-7df6e027dda047219dae5521c3e6f5c8
Source dataset
uspto-grants-1998_01
Patent number
US05705529

Reaction notes

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