HCID 69950164, compound → HCID 69952343, compound

HRID 565690Notes

Reaction equation

HRID 565690 reaction equation
[CH3:1][C:2]1([CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([O:22][CH2:23][CH:24]=[CH:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:18][CH2:17]2)[CH2:6][C:5]2[C:7]([CH3:14])=[C:8]([NH2:13])[C:9]([CH3:12])=[C:10]([CH3:11])[C:4]=2[O:3]1>[Pd].O1CCCC1>[CH3:1][C:2]1([CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([O:22][CH2:23][CH2:24][CH2:25][C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:18][CH2:17]2)[CH2:6][C:5]2[C:7]([CH3:14])=[C:8]([NH2:13])[C:9]([CH3:12])=[C:10]([CH3:11])[C:4]=2[O:3]1

Participants

4

Reactant 1

HCID 69950164HCID 69950164, compound

Product 1

HCID 69952343HCID 69952343, compoundYield 31%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 2,3-dihydro-2,4,6,7-tetramethyl-2-[[4-[(3-phenyl-2-propenyl)oxy]-1-piperidinyl]methyl]-5-benzofuranamine (1.2 g) and 5% palladium on carbon (0.23 g) in tetrahydrofuran (10 mL) was stirred under hydrogen atmosphere at room temperature for 1 hour. The catalyst was then filtered off and the filtrate was concentrated under reduced pressure. The residue was crystallized from hexane to provide 0.36 g of the title compound. Yield 31%.

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was crystallized from hexane

Sources & evidence

ORD record
ord-f1936ffd8dcd41f8b1b540f3949aae81
Source dataset
uspto-grants-2001_01
Patent number
US06172085B2

Reaction notes

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