1-Propanol → HCID 59850856, compound

HRID 2373120Notes

Reaction equation

HRID 2373120 reaction equation
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:16]([OH:18])=[O:17].[CH2:19](O)[CH2:20][CH3:21].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:16]([O:18][CH2:19][CH2:20][CH3:21])=[O:17]

Participants

5

Reactant 3

HCID 10311-PropanolHCID 1118Sulfuric AcidHCID 4292969-oxo-9H-Thioxanthene-2-carboxylic acid

Product 1

HCID 59850856HCID 59850856, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Finally, propyl thioxanthen-9-one-2-carboxylate (S-20) was prepared. Thioxanthen-9-one-2-carboxylic acid (35 g, 137 mmol) was suspended in a mixture of toluene (250 mL), n-propanol (250 mL), and concentrated sulfuric acid (2 mL) and heated at reflux with stirring for 3 d. The reaction mixture was concentrated, and the resulting solid residue was washed with water and dried. The product was purified by recrystallization from heptane to provide 26.6 g (65% of theory) of a pale yellow solid.

Workup

  1. temperatureheated
  2. temperatureat reflux
  3. concentrationThe reaction mixture was concentrated
  4. washthe resulting solid residue was washed with water
  5. customdried
  6. customThe product was purified by recrystallization from heptane
  7. customto provide 26.6 g (65% of theory) of a pale yellow solid

Sources & evidence

ORD record
ord-687f2cd48e64426183354893f175f10f
Source dataset
uspto-grants-2008_12
Patent number
US07459263B2

Reaction notes

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