HCID 21413935, compound → HCID 21413934, compound

HRID 2071433Notes

Reaction equation

HRID 2071433 reaction equation
[ClH:1].[CH2:2]([O:20][C:21]1[CH:22]=[C:23]([C:27](=[O:32])[CH2:28][NH:29][CH2:30][CH3:31])[CH:24]=[CH:25][CH:26]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>CO.[Pd]>[ClH:1].[CH2:2]([O:20][C:21]1[CH:22]=[C:23]([CH:27]([OH:32])[CH2:28][NH:29][CH2:30][CH3:31])[CH:24]=[CH:25][CH:26]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 1

HCID 21413935HCID 21413935, compound

Product 1

HCID 21413934HCID 21413934, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

72 gm (0.15 mol) of the product obtained in step (a) were hydrogenated in 1.44 liters of methanol and in the presence of 5 gm of 5% palladium charcoal at 5 atmospheres and 60° C. After the absorption of hydrogen had ceased, the catalyst was filtered off, and the methanol was distilled out of the filtrate. The crystalline residue was stirred with acetonitrile, the mixture was vacuum-filtered, and the filter cake was recrystallized from ethanol, yielding 69 gm (95.% of theory) of the compound of the formula ##STR5## which had a melting point of 113° C.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst was filtered off
  3. distillationthe methanol was distilled out of the filtrate
  4. filtrationthe mixture was vacuum-filtered
  5. customthe filter cake was recrystallized from ethanol
  6. customyielding 69 gm (95.% of theory) of the compound of the formula ##STR5## which

Sources & evidence

ORD record
ord-ad4e4ddde1ca4204bced052018757117
Source dataset
uspto-grants-1977_09
Patent number
US04046913

Reaction notes

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