Benzene → HCID 21509252, compound

HRID 1287523Notes

Reaction equation

HRID 1287523 reaction equation
[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:11](O)[CH2:12][CH2:13][CH3:14].C1C=CC=CC=1.S(=O)(=O)(O)O>O>[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH2:11][CH2:12][CH2:13][CH3:14])=[O:5]

Participants

6

Reactant 4

HCID 241BenzeneHCID 2631-ButanolHCID 1118Sulfuric AcidHCID 54432-Mercaptobenzoic Acid

Product 1

HCID 21509252HCID 21509252, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using a procedure similar to that of Example IV, a mixture of 50 g (0.32 mole) of 2-mercaptobenzoic acid, 50 g (0.7 mole) of n-butanol, 200 ml of benzene and 1.1 g of sulfuric acid (93%) was heated at reflux for 24 hours during which time 5.9 ml of water was collected in the water separator. The mixture was cooled, washed, concentrated and the residual oil distilled to give n-butyl 2-mercaptobenzoate: 46.1 g (68.6% yield); bp 127°-128°C/ 1.0 mm; mol wt 210:

Workup

  1. temperaturewas heated
  2. customwas collected in the water separator
  3. temperatureThe mixture was cooled
  4. washwashed
  5. concentrationconcentrated
  6. distillationthe residual oil distilled

Sources & evidence

ORD record
ord-bf19537752304e89bee2ac705c9036a4
Source dataset
uspto-grants-1976_10
Patent number
US03984573

Reaction notes

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