Hydrochloric Acid → HCID 20378387, compound

HRID 2051909Notes

Reaction equation

HRID 2051909 reaction equation
[Br:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16]CC)=[O:15])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.O.Cl>O>[Br:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19096565Water ethanolHCID 20378377HCID 20378377, compound

Product 1

HCID 20378387HCID 20378387, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10.0 g of ethyl p-{[2-(p-bromophenoxy)-ethyl]amino}benzoate, 10 g of potassium hydroxide and 100 ml of ethanol-water (9:1) is refluxed for 3.5 hours. The mixture is acidified while hot with concentrated hydrochloric acid, diluted with water, chilled and filtered. The solid is washed with water to give crystals, mp 190°-192° C. Recrystallization from ethanol (500 ml) gives white crystals, mp 194°-196° C.

Workup

  1. temperatureis refluxed for 3.5 hours
  2. temperaturechilled
  3. filtrationfiltered
  4. washThe solid is washed with water
  5. customto give crystals, mp 190°-192° C
  6. customRecrystallization from ethanol (500 ml)
  7. customgives white crystals, mp 194°-196° C.

Sources & evidence

ORD record
ord-0fae936567b74ae09915813c4be571cf
Source dataset
uspto-grants-1980_01
Patent number
US04182776

Reaction notes

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