Acrylic Acid → Benzoic Acid

HRID 462489Notes

Reaction equation

HRID 462489 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([OH:11])(=[O:10])[CH:8]=[CH2:9].O1[CH2:16][CH2:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[CH:14]1[CH:15]=[CH:16][C:8]([C:7]([OH:11])=[O:10])=[CH:9][CH:13]=1

Participants

5

Reactant 3

HCID 6581Acrylic AcidHCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydride

Product 1

HCID 243Benzoic Acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following the procedure of Example 1, "Westvaco 1550 Diacid" was reduced by lithium aluminum hydride in tetrahydrofuran to a diol having formula VIII in which m is 5, p is 7 and the broken line indicates a double bond. This diol (85 grams, 0.25 mole) was reacted with acrylic acid (90 ml., 1.28 mole) in toluene solution to yield the desired diacylate as a liquid.

Sources & evidence

ORD record
ord-f6986dfbff1a48e5a805f2975b41f447
Source dataset
uspto-grants-1985_05
Patent number
US04515931

Reaction notes

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