Hydrochloric Acid → HCID 10421448, compound

HRID 2211096Notes

Reaction equation

HRID 2211096 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH:12]1([Mg]Cl)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.Cl>O1CCCC1>[CH:12]1([C:4]([C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=2[C:1]([OH:6])=[O:11])=[O:5])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6811Phthalic AnhydrideHCID 178478990HCID 178478990, compound

Product 1

HCID 10421448HCID 10421448, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10.0 g of phthalic anhydride was dissolved in 200 ml of tetrahydrofuran, and 40 ml of cyclohexylmagnesium chloride (2.0M, ether solution) was added dropwise to the solution at -50° C. After stirring the solution at the same temperature for 1 hour, the reaction solution was poured into 0.5-N hydrochloric acid, and extracted with chloroform. After the organic layer was dried over magnesium sulfide, it was purified by silica gel chromatography (eluent: chloroform-methanol) to obtain 12.0 g of o-(cyclohexanoyl) benzoic acid.

Workup

  1. extractionextracted with chloroform
  2. dry with materialAfter the organic layer was dried over magnesium sulfide, it
  3. customwas purified by silica gel chromatography (eluent: chloroform-methanol)

Sources & evidence

ORD record
ord-915d7f82bc8c434e9cd55b3f00240cb8
Source dataset
uspto-grants-1995_10
Patent number
US05462941

Reaction notes

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