Acetic Acid → HCID 70609976, compound

HRID 597293Notes

Reaction equation

HRID 597293 reaction equation
[C:1]1([C:7]2[CH:15]=[C:11]3[CH:12]=[CH:13][CH:14]=[C:10]3[O:9][C:8]=2CC#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]([OH:22])(=[O:21])[CH3:20].S(=O)(=O)(O)O>O>[C:1]1([C:7]2[CH:15]=[C:11]3[CH:12]=[CH:13][CH:14]=[C:10]3[O:9][C:8]=2[CH2:20][C:19]([OH:22])=[O:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 70638352(3-Phenylcyclopenta[b]pyran-2-yl)acetonitrile

Product 1

HCID 70609976HCID 70609976, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

As an illustration of an acid hydrolysis of nitrile intermediates a mixture of 5 g. of 3-phenyl-7-benzofuranacetonitrile in 30 ml. of acetic acid, 20 ml. of water and 20 ml. of sulfuric acid is stirred and heated at reflux overnight. On cooling and diluting with water one obtains 3-phenyl-7-benzofuranacetic acid, purified by crystallization from benzenehexane.

Workup

  1. additiona mixture of 5 g
  2. temperatureheated
  3. temperatureat reflux overnight
  4. temperatureOn cooling

Sources & evidence

ORD record
ord-6f0ceab83c5c43df973bbd7ad6d68ffd
Source dataset
uspto-grants-1977_03
Patent number
US04013692

Reaction notes

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