Hydrochloric Acid → HCID 131720815, compound

HRID 2393074Notes

Reaction equation

HRID 2393074 reaction equation
FC(F)(F)C([NH:5][C@H:6]1[CH2:11][CH:10]=[CH:9][CH2:8][C@@H:7]1[C:12]([N:14]1[CH2:19][CH2:18][CH:17]([CH3:20])[CH2:16][CH2:15]1)=[O:13])=O.Cl>CO.[Pd]>[CH2:20]=[C:17]1[CH2:18][CH2:19][N:14]([C:12]([C@@H:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C@@H:6]2[NH2:5])=[O:13])[CH2:15][CH2:16]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57180950HCID 57180950, compound

Product 1

HCID 131720815HCID 131720815, compoundYield 115.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The cyclohexene VI (0.57 g) is dissolved in methanol (50 ml) in the presence of 10% Pd/C (50 mg) and of 3N HCl (0.85 ml). The reaction mixture is stirred under a slight hydrogen pressure for 20 h. The catalyst is removed by filtration and the solvent is driven off under vacuum. The residue is taken up in a saturated K2CO3 solution and the aqueous phase is extracted with ethyl acetate. The organic phase is dried over Na2SO4 and then evaporated under vacuum to provide the reduced derivative VIII (0.46 g) in the form of an oil.

Workup

  1. customThe catalyst is removed by filtration
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe organic phase is dried over Na2SO4
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-8aa12cea8a0e486aa8204e97f36aff96
Source dataset
uspto-grants-1998_09
Patent number
US05804589

Reaction notes

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