HCID 21304210, compound → Phthalic Acid

HRID 1788649Notes

Reaction equation

HRID 1788649 reaction equation
[C:1]([O:22]C(CCC=C(C)C)(C=C)C)(=[O:21])[C:2]1[C:3](=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:4]([O:6]C(CCC=C(C)C)(C=C)C)=[O:5]>O1CCCC1.[Pd]>[C:1]([OH:22])(=[O:21])[C:2]1[C:3](=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 21304210HCID 21304210, compound

Product 1

HCID 1017Phthalic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 10 g (22.8 mmol) dilinalyl phthalate (prepared by the procedure of Example 1) in 100 mL tetrahydrofuran was treated with 2 g palladium on charcoal catalyst and hydrogenated quickly at 40 psi. A small amount of cleavage gave some phthalic acid byproduct, so the mixture was chromatographed on silica gel to give 7.1 g (70% yield) of pure viscous liquid Compound 6, confirmed by its nmr spectrum.

Sources & evidence

ORD record
ord-34394dfcaccf4a48aee186bc13d9f8b7
Source dataset
uspto-grants-1987_08
Patent number
US04684606

Reaction notes

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