Hydrochloric Acid → HCID 20066008, compound

HRID 359058Notes

Reaction equation

HRID 359058 reaction equation
C([N:8]([CH2:20][CH2:21][C:22]1[CH:33]=[CH:32][C:25]([O:26][CH2:27][C:28]([O:30][CH3:31])=[O:29])=[CH:24][CH:23]=1)[CH2:9][CH:10]([OH:19])[CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)C1C=CC=CC=1.[ClH:34]>CO.[Pd]>[ClH:34].[OH:19][CH:10]([CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:9][NH:8][CH2:20][CH2:21][C:22]1[CH:33]=[CH:32][C:25]([O:26][CH2:27][C:28]([O:30][CH3:31])=[O:29])=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20065995HCID 20065995, compound

Product 1

HCID 20066008HCID 20066008, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The starting material was prepared by dissolving methyl 4-[2-(N-benzyl-N-(2-hydroxy-3-phenoxypropyl)amino)ethyl]phenoxyacetate (3.0 g) (see Example 8) in methanol (150 ml), adding ethereal hydrogen chloride dropwise to give a pH of 3, followed by 10% palladium on carbon (250 mg). The mixture was stirred under an atmosphere of hydrogen for 16 hours. The catalyst was removed by filtration through diatomaceous earth and the filtrate evaporated to give methyl 4-[2-(2-hydroxy-3-phenoxypropylamino)ethyl]phenoxyacetate hydrochloride (3.0 g) in the form of a gum, which was used directly and without further purification

Workup

  1. customThe starting material was prepared
  2. customto give a pH of 3
  3. customThe catalyst was removed by filtration through diatomaceous earth
  4. customthe filtrate evaporated

Sources & evidence

ORD record
ord-f1a6dea93a8a49f1b0a57513edeeeb34
Source dataset
uspto-grants-1991_03
Patent number
US04999377

Reaction notes

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