Acrylic Acid → Cyclohexanecarboxylic acid

HRID 1816083Notes

Reaction equation

HRID 1816083 reaction equation
C1(C(C2CCCCC2)=O)C=CC=CC=1.C=CC=C.C(O)(=O)C=C.[CH:24]1([C:30]([OH:32])=[O:31])[CH2:29][CH2:28][CH:27]=[CH:26][CH2:25]1>>[CH:24]1([C:30]([OH:32])=[O:31])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

5

Reactant 4

HCID 6581Acrylic AcidHCID 78451,3-ButadieneHCID 12837Cyclohexyl phenyl ketoneHCID 209033-Cyclohexene-1-carboxylic acid2×

Product 1

HCID 7413Cyclohexanecarboxylic acid

Procedure

In the synthesis mechanism of cyclohexyl phenyl ketone, a [2+4] Diels-Alder reaction using a 1,3-butadiene and an acrylic acid is carried out in the presence or absence of a solvent under the condition that no side reaction occurs, to prepare a 3-cyclohexene-1-carboxylic acid. The 3-cyclohexene-1-carboxylic acid is subjected to a hydrogenation reaction to yield a cyclohexanecarboxylic acid with a high conversion rate.

Sources & evidence

ORD record
ord-ac3330276105459f96048282b9dfca6e
Source dataset
uspto-grants-2005_04
Patent number
US06881865B2

Reaction notes

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