Hydrochloric Acid → 27126-29-0

HRID 2052487Notes

Reaction equation

HRID 2052487 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][NH:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[OH-].[K+].C(O)C.O.Cl>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 4435805Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl esterHCID 19096565Water ethanol

Product 1

HCID 273103927126-29-0

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15 g. of ethyl p-[(p-methoxybenzyl)amino]benzoate, (prepared as described in Example 14) 15 g. of potassium hydroxide and 200 ml. of ethanol-water (9:1) are refluxed for 3 hours, acidified while hot with concentrated hydrochloric acid, diluted with water, cooled, filtered and the solid is washed with water to give tan crystals, m.p. 208°-210° C. Recrystallization from ethanol gives off-white crystals, m.p. 209°-210° C.

Workup

  1. additionA mixture of 15 g
  2. temperaturecooled
  3. filtrationfiltered
  4. washthe solid is washed with water
  5. customto give tan crystals, m.p. 208°-210° C
  6. customRecrystallization from ethanol
  7. customgives off-white crystals, m.p. 209°-210° C.

Sources & evidence

ORD record
ord-b5a206199f9b42608185f530b0ee1fe5
Source dataset
uspto-grants-1980_01
Patent number
US04185115

Reaction notes

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