Hydrochloric Acid → HCID 54506682, compound

HRID 1762915Notes

Reaction equation

HRID 1762915 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][O:6][CH:7]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1)[CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH2:17][CH3:18])[CH3:2].Cl>CO>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][O:6][CH:7]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][NH:20]1)[CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH2:17][CH3:18])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 544050012-[2-(2-Ethoxy-phenoxy)-1-(2-pyridinyl)ethoxy]acetic acid ethyl ester

Product 1

HCID 54506682HCID 54506682, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This pyridine compound (5.18 g, 0.015 mole) was dissolved in the minimal amount of methanol and converted to the hydrochloride salt via ethereal hydrogen chloride. All solvents were removed and the volume was adjusted to 100 ml using methanol. To this methanol solution was added 1.4 g of platinum oxide and the reaction mixture was hydrogenated for 1 hr at room temperature. The methanol was removed by rotary evaporator and the residue was partitioned between dilute base and methylene chloride. Removal of methylene chloride gave 3.15 g (60% of the title compound as a red oil.

Workup

  1. customAll solvents were removed
  2. additionTo this methanol solution was added 1.4 g of platinum oxide
  3. customThe methanol was removed by rotary evaporator
  4. customthe residue was partitioned
  5. additionbetween dilute base and methylene chloride
  6. customRemoval of methylene chloride

Sources & evidence

ORD record
ord-f26162386fe843e598d82c4a127fa297
Source dataset
uspto-grants-1989_05
Patent number
US04835164

Reaction notes

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