Hydrochloric Acid → HCID 15295572, compound

HRID 1720152Notes

Reaction equation

HRID 1720152 reaction equation
[C:1]1(=[O:12])[O:7][C:5](=[O:6])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1.[Cl-].[Al+3].[Cl-].[Cl-].[CH2:17]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].Cl>>[CH2:17]([C:24]1[CH:25]=[CH:26][C:27]([C:1](=[O:12])[CH2:2][C:3]2[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=2[C:5]([OH:7])=[O:6])=[CH:28][CH:29]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 12801Homophthalic anhydrideHCID 14115HeptylbenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 15295572HCID 15295572, compound

Conditions

Temperature
90 °C

Procedure

A mixture of homophthalic anhydride (40 g, 0.24 mole), aluminum chloride (48 g, 0.36 mole) and heptylbenzene (400 ml) is heated (90° C. for 90 minutes). The reaction mixture is poured into a mixture of ice water (800 ml) and concentrated hydrochloric acid (200 g) and stirred overnight. The product is extracted with ether (3×300 ml). The extracts are combined, dried over magnesium sulfate, filtered and evaporated. The residue is crystallized from heptane to provide 2-(4-n-heptylphenacyl)benzoic acid (10.4 g) as a white crystalline solid, m.p. 128°-131° C.

Workup

  1. extractionThe product is extracted with ether (3×300 ml)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue is crystallized from heptane

Sources & evidence

ORD record
ord-ec6487dcd9934ab9a8e76144afbaccd4
Source dataset
uspto-grants-1996_04
Patent number
US05504244

Reaction notes

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