Hydrochloric Acid → HCID 20333807, compound

HRID 1706654Notes

Reaction equation

HRID 1706654 reaction equation
C(C1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[C:15]([CH2:18][C:19]([O:21]CC)=[O:20])[CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1)#N.[OH-:24].[Na+].[CH2:26]([OH:28])[CH3:27].Cl>O>[C:26]([C:27]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[C:15]([CH2:18][C:19]([OH:21])=[O:20])[CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1)([OH:24])=[O:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 53975820HCID 53975820, compound

Product 1

HCID 20333807HCID 20333807, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g. of the product of step A in 50 ml. of 30 percent sodium hydroxide solution and 20 ml. of ethanol is heated at its reflux temperature for 30 minutes, and 75 ml. of water is added. The solution is heated at its reflux temperature for three hours, then poured into 125 ml. of 6 N hydrochloric acid. The solid is separated by filtration and recrystallized from acetic acid to provide 3-(4-carboxyphenyl)benzofuran-5-acetic acid, m.p. 278°-281° C.

Workup

  1. additionA mixture of 5 g
  2. temperaturereflux temperature for 30 minutes
  3. temperatureThe solution is heated at its
  4. temperaturereflux temperature for three hours
  5. additionpoured into 125 ml
  6. customThe solid is separated by filtration
  7. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-5124e9e25e864e76b39350a61e583053
Source dataset
uspto-grants-1980_06
Patent number
US04208335

Reaction notes

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