HCID 53782960, compound → HCID 13288206, compound

HRID 1903202Notes

Reaction equation

HRID 1903202 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)[C:5]([CH2:7][CH:8]=[CH:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]2)=[O:6]>[C].[Pd].C(O)C>[OH:1][CH2:2][CH2:3][N:4]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]2)=[O:6]

Participants

4

Reactant 1

HCID 53782960HCID 53782960, compound

Product 1

HCID 13288206HCID 13288206, compoundYield 83.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Into 100 ml of ethanol were added 5 g of 6-{4-[N-(2-hydroxyethyl)-N-cyclohexylmethylaminocarbonyl]-2-butenyloxy}-3,4-dihydrocarbostyril and 1 g of 1% palladium-carbon. The mixture was catalytically hydrogenized under an atmospheric pressure at a room temperature for 5 hours. After the reaction was completed, the catalyst was removed by filtration and the filtrate was concentrated. The residue thus obtained was recrystallized from ethyl acetate-petraleum ether to obtain 4.2 g of 6-{4-[N-(2-hydroxyethyl)-N-cyclohexylmethylaminocarbonyl]butoxy}-3,4-dihydrocarbostyril as in the form of colorless plate-like crystals. Melting point: 123°-125° C.

Workup

  1. customthe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe residue thus obtained
  4. customwas recrystallized from ethyl acetate-petraleum ether

Sources & evidence

ORD record
ord-b3593007dffc426f9e12c7c6e86f6039
Source dataset
uspto-grants-1984_03
Patent number
US04435404

Reaction notes

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