1-Naphthoic acid → HCID 62790439, compound

HRID 729878Notes

Reaction equation

HRID 729878 reaction equation
[C:1]1([C:11]([OH:13])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:14]1([SH:20])[CH:19]=[CH:18][CH:17]=CC=1>>[S:20]1[CH:14]=[C:19]([C:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)=[O:13])[CH:18]=[CH:17]1

Participants

3

Reactant 2

HCID 68471-Naphthoic acidHCID 7969Thiophenol

Product 1

HCID 62790439HCID 62790439, compound

Procedure

A mixture of 1-naphthoic acid (8 g, 46.46 mmol), thiophenol (8 ml, 78.05 mmol) and polyphosphoric acid (80 g) was heated for 12 hours on water bath at 80 EC. Reaction mixture was poured onto ice water and extracted with ethylacetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated to give oil, which was crystallized from methanol to give the desired compound.

Workup

  1. temperaturewas heated for 12 hours on water bath at 80 EC
  2. customReaction mixture
  3. additionwas poured onto ice water
  4. extractionextracted with ethylacetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customto give oil, which
  9. customwas crystallized from methanol

Sources & evidence

ORD record
ord-1ca921ee9b224725a071cd2521427b7b
Source dataset
uspto-grants-2009_09
Patent number
US07582653B2

Reaction notes

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