HCID 21241591, compound → HCID 21241578, compound

HRID 1789503Notes

Reaction equation

HRID 1789503 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([CH:18]([CH3:27])[NH:19]CC2C=CC=CC=2)[CH2:14][CH2:13]1.[H][H]>[Pd].CO>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][N:12]1[CH2:13][CH2:14][CH:15]([CH:18]([CH3:27])[NH2:19])[CH2:16][CH2:17]1

Participants

5

Reactant 2

HCID 21241591HCID 21241591, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21241578HCID 21241578, compoundYield 80.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 13.2 parts of 1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-α-methyl-N-(phenylmethyl)-4-piperidinemethanamine and 160 parts of methanol was hydrogenated at normal pressure and at 50° C. with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 8 parts (80.4%) of 1-[(2,3-dihydro-1,4-benzodioxin-2-yl)methyl]-α-methyl-4-piperidinemethanamine as an oily residue (intermediate 83).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b827a6a6c42e4114b2f5cab02191890a
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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