Potassium Hydroxide → HCID 21569118, compound

HRID 1579837Notes

Reaction equation

HRID 1579837 reaction equation
[OH-].[K+].[C:3]([OH:6])(=[S:5])[CH3:4].Cl[CH:8]([C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=2)[CH:13]=1)[C:9]([OH:11])=[O:10]>C(O)C>[C:3]([S:5][CH:8]([C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=2)[CH:13]=1)[C:9]([OH:11])=[O:10])(=[O:6])[CH3:4]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 21569134HCID 21569134, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 21569118HCID 21569118, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 600 ml. of anhydrous ethanol and 21 g. (0.317 moles) of potassium hydroxide is added 45 ml. of thioacetic acid dropwise. To this mixture is then added 0.244 moles of α-chloro-6-methoxy-2-naphthylacetic acid and stirring is continued for 15 hours. The solid which forms is filtered off and washed with ethanol. The filtrate is evaporated to dryness and the residue is dissolved in 500 ml. of ether and washed several times with water. Drying the ether and evaporation to dryness results in α-acetylthio-6-methoxy-2-naphthylacetic acid.

Workup

  1. filtrationThe solid which forms is filtered off
  2. washwashed with ethanol
  3. customThe filtrate is evaporated to dryness
  4. dissolutionthe residue is dissolved in 500 ml
  5. washof ether and washed several times with water
  6. customDrying
  7. customthe ether and evaporation to dryness
  8. customresults in α-acetylthio-6-methoxy-2-naphthylacetic acid

Sources & evidence

ORD record
ord-e3cf8888df5644799dcf70607af3e33d
Source dataset
uspto-grants-1976_01
Patent number
US03931269

Reaction notes

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