Hydrochloric Acid → HCID 23468282, compound

HRID 443644Notes

Reaction equation

HRID 443644 reaction equation
[C:1]1([O:11][CH2:12][CH2:13][NH:14][C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=2)[C:18]([O:20]C)=[O:19])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH-].[K+].C(O)C.Cl>O>[C:1]1([O:11][CH2:12][CH2:13][NH:14][C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=2)[C:18]([OH:20])=[O:19])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 23468285HCID 23468285, compound

Product 1

HCID 23468282HCID 23468282, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.2 g. of methyl 3-[2-(1-naphthyloxy)ethylamino]benzoate and 1.68 g. of potassium hydroxide in 40 ml. of 95% ethanol is heated to reflux for 4 hours. After cooling and diluting with 80 ml. of water, the solution is acidified with concentrated HCl and filtered. Recrystallization from acetonitrile affords the white desired product, m.p. 150°-152° C.

Workup

  1. temperatureto reflux for 4 hours
  2. temperatureAfter cooling
  3. additiondiluting with 80 ml
  4. filtrationfiltered
  5. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-17cf8ff52432430b9e89a11628ee7de7
Source dataset
uspto-grants-1981_04
Patent number
US04260816

Reaction notes

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