Sulfuric Acid → 1-Methylethyl 2-mercaptobenzoate

HRID 1287521Notes

Reaction equation

HRID 1287521 reaction equation
[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:11](O)([CH3:13])[CH3:12].S(=O)(=O)(O)O>C1C=CC=CC=1>[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH:11]([CH3:13])[CH3:12])=[O:5]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 54432-Mercaptobenzoic Acid

Product 1

HCID 129622711-Methylethyl 2-mercaptobenzoate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Using a procedure similar to Example I, a mixture of 50.0 g (0.32 mole) of 2-mercaptobenzoic acid, 60 g (1.0 mole) of anhydrous isopropanol, 200 ml of benzene and 1.0 g of sulfuric acid (98%) was heated at reflux for 22 hours and yielded isopropyl 2-mercaptobenzoate: 13.2 g (20.1% of theory), bp 92°-93°C/0.7 mm.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 22 hours

Sources & evidence

ORD record
ord-e250bee740a641b488186303a224d7e4
Source dataset
uspto-grants-1976_10
Patent number
US03984573

Reaction notes

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