Hydrochloric Acid → HCID 15572794, compound

HRID 544367Notes

Reaction equation

HRID 544367 reaction equation
C([O:3][C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)=[O:5])C.[ClH:29]>C(O)C>[ClH:29].[C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:9][CH:8]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15572777HCID 15572777, compound2×

Product 1

HCID 15572794HCID 15572794, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In this example, 3 g of 1-(4-ethoxycarbonylmethylphenoxy)-3-(1-methyl-3-phenylpropylamino)-2-propanol (Compound 14) is dissolved in 20 ml of ethanol and then 20 ml of concentrated hydrochloric acid is added thereto. The mixture is heated under reflux for 3 hours. The solvent is then distilled away from the reaction solution under reduced pressure, and the residue is recrystallized from tetrahydrofuran-ether to obtain 1.5 g of 1-(4-carboxymethylphenoxy)-3-(1-methyl-3-phenylpropylamino)-2-propanol hydrochloride. (Yield: 49%)

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. distillationThe solvent is then distilled away from the reaction solution under reduced pressure
  4. customthe residue is recrystallized from tetrahydrofuran-ether

Sources & evidence

ORD record
ord-9c73b20a52044e1e90747f4770799d81
Source dataset
uspto-grants-1984_05
Patent number
US04450115

Reaction notes

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