HCID 19611702, compound → HCID 10198333, compound

HRID 1602410Notes

Reaction equation

HRID 1602410 reaction equation
Cl[C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])=[CH:4][CH:3]=1>C(O)C.[Pd]>[O:9]1[C:10]2[CH:2]=[CH:3][CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])[C:6]=2[CH2:7][CH2:8]1

Participants

4

Reactant 1

HCID 19611702HCID 19611702, compound

Product 1

HCID 10198333HCID 10198333, compoundYield 80.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of the N-[3-(7-chloro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide, (78 mg) in ethanol (5 ml) was hydrogenated over palladium (10%; 20 mg) over 64 h. The catalyst was filtered off and the filtrate concentrated in vacuo. The residue was purified by column chromatography, eluting with dichloromethane/methanol 50:1 gave the title compound as a colourless solid (54 mg) mp 66-67° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe residue was purified by column chromatography
  4. washeluting with dichloromethane/methanol 50:1

Sources & evidence

ORD record
ord-7ef356769e1a46beb991174344d13166
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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