HCID 18921478, compound → HCID 18921482, compound

HRID 1654954Notes

Reaction equation

HRID 1654954 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[CH2:14][CH:13]([CH2:18][NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:12]2)C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:23]([O:22][C:20]([NH:19][CH2:18][CH:13]1[CH2:12][C:11]2[C:15](=[CH:16][CH:17]=[C:9]([OH:8])[CH:10]=2)[CH2:14]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 2

HCID 18921478HCID 18921478, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18921482HCID 18921482, compoundYield 105.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3.53 g (10.0 mmol) of 5-benzyloxy-2-(t-butoxycarbonylaminomethyl)indan was dissolved in 100 ml of methanol and added with 0.3 g of 10% palladium on carbon, followed by stirring for 4 hours in the stream of hydrogen gas. The catalyst was removed by filtration, and the filtrate was condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: hexane=1:2) to obtain 2.79 g of a colorless oil. Yield: 94%

Workup

  1. customThe catalyst was removed by filtration
  2. customcondensed under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate: hexane=1:2)

Sources & evidence

ORD record
ord-0f829f0c828d495abc887d87dd3eaa0d
Source dataset
uspto-grants-1995_04
Patent number
US05409956

Reaction notes

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