Hydrochloric Acid → HCID 14726536, compound

HRID 1614397Notes

Reaction equation

HRID 1614397 reaction equation
[NH2:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]2([CH3:18])[CH3:17])=[O:4].[ClH:19]>CO.[Pd]>[ClH:19].[NH2:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]2([CH3:18])[CH3:17])=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14726535HCID 14726535, compound

Product 1

HCID 14726536HCID 14726536, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

16.2 g (63.5 millimoles) of 6-aminoacetyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene in 250 ml of methanol and 59 ml of 2 N hydrochloric acid were hydrogenated with 2.9 g of 10% strength palladium on active carbon at room temperature and under atmospheric pressure. The reaction mixture was filtered over Celite and the filtrate was evaporated down. The residue was stirred with ether and a few drops of methanol and the precipitated crystals were filtered off under suction. After drying, 5.8 g of 6-aminoacetyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene hydrochloride remained. The structure was determined by H-NMR spectroscopy.

Workup

  1. filtrationThe reaction mixture was filtered over Celite
  2. customthe filtrate was evaporated down
  3. filtrationthe precipitated crystals were filtered off under suction
  4. customAfter drying

Sources & evidence

ORD record
ord-492be92fb6214d6da65b673cfd28d84f
Source dataset
uspto-grants-1993_03
Patent number
US05196532

Reaction notes

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