Hydrochloric Acid → HCID 12245870, compound

HRID 380348Notes

Reaction equation

HRID 380348 reaction equation
[OH-:1].[K+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][C:19]#N)=[CH:7][CH:6]=1.Cl.[OH2:22]>C(O)C>[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][C:19]([OH:22])=[O:1])=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 5212735HCID 5212735, compound

Product 1

HCID 12245870HCID 12245870, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of potassium hydroxide (25.9 g, 0.463 mol) in water (60 ml) was added to a stirred solution of 2-(4-methoxyphenylsulfanyl)phenylacetonitrile (31.2 g, 0.119 mol) in ethanol (185 g) and the mixture was refluxed for 7 h. Then the mixture was evaporated to dryness, the residue was dissolved in water (100 ml), the solution was filtered with charcoal to give a clear solution which was acidified to pH 1 with hydrochloric acid under cooling. The separated oil slowly provided a crystalline material which was filtered off and washed with water to neutral reaction of the washings. This procedure yielded 27.3 g (84.3%) of the required acid, m.p. 102-105° C.

Workup

  1. temperaturethe mixture was refluxed for 7 h
  2. customThen the mixture was evaporated to dryness
  3. dissolutionthe residue was dissolved in water (100 ml)
  4. filtrationthe solution was filtered with charcoal
  5. customto give a clear solution which
  6. temperatureunder cooling
  7. customThe separated oil slowly provided a crystalline material which
  8. filtrationwas filtered off
  9. washwashed with water to neutral reaction of the washings

Sources & evidence

ORD record
ord-b9a44b9309ef40c38622625a8df9d4a2
Source dataset
uspto-grants-2001_10
Patent number
US06303612B1

Reaction notes

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