HCID 68527464, compound → HCID 43139789, compound

HRID 884102Notes

Reaction equation

HRID 884102 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][NH:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 68527464HCID 68527464, compound

Product 1

HCID 43139789HCID 43139789, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Methyl 3-[(4-benzyloxyphenyl)methylamino]-propionate (27.3 g, 91.1 mmol) was dissolved in ethanol (300 mL), and the resulting solution was cooled with ice and 10% palladium-carbon (3.0 g) was added. The resulting solution was stirred for 4.5 hours at room temperature under a hydrogen atmosphere. The reaction solution was filtered through Celite to remove insoluble matter, and the filtrate was concentrated under reduced pressure to thereby yield 19.1 g of the title compound.

Workup

  1. additionwas added
  2. filtrationThe reaction solution was filtered through Celite
  3. customto remove insoluble matter
  4. concentrationthe filtrate was concentrated under reduced pressure to thereby yield 19.1 g of the title compound

Sources & evidence

ORD record
ord-6b114c820fc74e8ea127c18450561908
Source dataset
uspto-grants-2012_08
Patent number
US08236826B2

Reaction notes

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