Hydrochloric Acid → HCID 9953753, compound

HRID 2305263Notes

Reaction equation

HRID 2305263 reaction equation
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][C:4]([CH:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][N:13](C)[CH2:14]C2C=CC=CC=2)=[CH:3][CH:2]=1.[H][H].[ClH:36].Cl.CC(O)C>CO.[Pd]>[ClH:36].[ClH:36].[C:1]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:6]=[CH:5][C:4]([CH:7]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH:13][CH3:14])=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 18432025HCID 18432025, compoundHCID 21912024Isopropanol hydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 9953753HCID 9953753, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (±)-N-[3-([1,1′-biphenyl]-4-yl)-3-phenylpropyl]-N′-methyl-N′-(phenylmethyl)-1,2-ethanediamine (0.006 mol) in methanol (150 ml) was hydrogenated at room temperature with palladium on carbon (10%, 1 g) as a catalyst. After uptake of hydrogen (1 equivalent), the catalyst was filtered off and the filtrate was evaporated, giving a residue that was converted into the hydrochloric acid salt (1:2) with HCl/2-propanol, yielding 2.76 g of (±)-N-[3-([1,1′-biphenyl]-4-yl)-3-phenylpropyl]-N′-methyl-1,2-ethanediamine dihydrochloride (comp. 56).

Workup

  1. customthe filtrate was evaporated
  2. customgiving a residue that

Sources & evidence

ORD record
ord-4d8681b61ef34c0d95a327ebe0713bed
Source dataset
uspto-grants-2002_08
Patent number
US06440440B1

Reaction notes

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