Potassium Hydroxide → HCID 13371119, compound

HRID 1154361Notes

Reaction equation

HRID 1154361 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[CH2:9][NH:10][C:11]2[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[OH-].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)[CH2:9][NH:10][C:11]2[CH:21]=[CH:20][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86120873HCID 86120873, compound

Product 1

HCID 13371119HCID 13371119, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10.0 g. of 4-[[2,2-bis(p-chlorophenyl)ethyl]amino]benzoic acid, ethyl ester, 5.0 g. of potassium hydroxide, and 100 ml. of 95% ethanol is stirred at 80° C. for 31/2 hours, cooled, diluted with 200 ml. of water, and extracted with two 150 ml. portions of ether. The combined ether extracts are washed with 100 ml. of water. The water wash is combined with the original aqueous layer and adjusted to pH 6.5 with 37% hydrochloric acid. The resulting precipitate is collected and dried in vacuo, giving 9.0 g. of the desired product as a white solid.

Workup

  1. additionA mixture of 10.0 g
  2. temperaturecooled
  3. additiondiluted with 200 ml
  4. extractionof water, and extracted with two 150 ml
  5. washThe combined ether extracts are washed with 100 ml
  6. washThe water wash
  7. customThe resulting precipitate is collected
  8. customdried in vacuo
  9. customgiving 9.0 g

Sources & evidence

ORD record
ord-1728e3ca4ab94c29a4147c4cffa5ae97
Source dataset
uspto-grants-1984_12
Patent number
US04489094

Reaction notes

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