HCID 67822171, compound → HCID 67822342, compound

HRID 1033954Notes

Reaction equation

HRID 1033954 reaction equation
[ClH:1].C([NH:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([O:20][CH:21]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:23][CH2:24][CH3:25])=[CH:15][CH:16]=2)[CH2:11]1)C1C=CC=CC=1>C(O)C.[Pd]>[ClH:1].[NH2:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([O:20][CH:21]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:23][CH2:24][CH3:25])=[CH:15][CH:16]=2)[CH2:11]1

Participants

4

Reactant 1

HCID 67822171HCID 67822171, compound

Product 1

HCID 67822342HCID 67822342, compoundYield 78.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-benzylamino-7-(ethoxycarbonylpentan-5-yloxy) tetralin hydrochloride (8.9 g), prepared as described in Example 1, in 95% ethanol (150 ml) is hydrogenated at atmospheric pressure and 60° C. in the presence of 10% Pd/C (1 g) as the hydrogenation catalyst. After 3 hours the catalyst is filtered off, the filtrate is concentrated to dryness and the residue is twice taken up in absolute ethanol (100 ml) and concentrated to dryness. The obtained product is then triturated with acetone (100 ml), filtered and crystallized from isopropanol (50 ml) affording 5.5 g of the compound indicated in the title. M.p. 114°-117° C.

Workup

  1. filtrationAfter 3 hours the catalyst is filtered off
  2. concentrationthe filtrate is concentrated to dryness
  3. concentrationconcentrated to dryness
  4. customThe obtained product is then triturated with acetone (100 ml)
  5. filtrationfiltered
  6. customcrystallized from isopropanol (50 ml)

Sources & evidence

ORD record
ord-df468eaca5194e0caefc5e937587f8c9
Source dataset
uspto-grants-1994_05
Patent number
US05312961

Reaction notes

Loading…