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Ethanol → HCID 12902853, compound

HRID 1389981
Notes
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Reaction equation

HRID 1389981 reaction equation
[C:1]([C:3]1[C:11]2[O:10][CH:9]=[C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:7]=2[CH:6]=[C:5]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:4]=1)#N.[OH-:24].[K+].C(O)C.[OH2:29]>>[C:12]1([C:8]2[C:7]3[CH:6]=[C:5]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH:4]=[C:3]([C:1]([OH:29])=[O:24])[C:11]=3[O:10][CH:9]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 12902852HCID 12902852, compound

Product 1

HCID 12902853HCID 12902853, compound

Procedure

A mixture containing 30 g. (0.10 mole) of the product of step C, 14.5 g (0.22 mole) of 85 percent potassium hydroxide, 400 ml. of ethanol and 50 ml. of water is heated at its reflux temperature for 16 hours, cooled and filtered. The product is washed with ethanol, suspended in water and acidified with 6 N hydrochloric acid. The mixture is heated on a steam bath for one hour, cooled and filtered. Recrystallization from ethanol provides 3,5-diphenylbenzofuran-7-carboxylic acid as a white solid.

Workup

  1. additionA mixture containing 30 g
  2. temperaturereflux temperature for 16 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washThe product is washed with ethanol
  6. temperatureThe mixture is heated on a steam bath for one hour
  7. temperaturecooled
  8. filtrationfiltered
  9. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-a4ea5f5768a14ef3a45fa9a2a54676e7
Source dataset
uspto-grants-1981_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04247469

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes