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US 11,691,938 B2Granted
Process for preparing 2,6-dialkylphenylacetic acids
AssigneeBayer Aktiengesellschaft
InventorsThomas Himmler, Dirk Brohm, Wahed Ahmed Moradi
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Abstract
The invention relates to a multi-stage process for preparing 2,6-dialkylphenylacetic acids of the general formula (I) by reacting 2,6-dialkylbromobenzenes with (1) magnesium, (2) a formamide, (3) an acid, (4) hydrogenation of the benzaldehyde obtained, (5) activation of the benzyl alcohol obtained, (6) cyanation of the activated benzyl alcohol and (7) hydrolysis of the nitrile obtained.
Claims5
A process for preparing compounds of formula (I)
- in which
- R1 and R2 represent methyl,
- and
- R3 represents chlorine,
- comprising:
- (1) reacting a compound of formula (II)
- in which R1, R2 and R3 have the definitions given above, with magnesium in the presence of a solvent to give a compound of formula (III),
- in which R1, R2 and R3 have the meanings given above;
- (2) the compound of formula (III) is reacted with a compound of formula (IV)
- in which
- R4 and R5 represent methyl,
- to give a compound of formula (V)
- in which R1, R2, R3, R4 and R5 have the definitions given above;
- (3) the compound of formula (V) is reacted by hydrolysis under acidic conditions to give a compound of formula (VI)
- in which R1, R2 and R3 have the definitions given above,
- (4) the compound of formula (VI) is hydrogenated to give a compound of formula (VII)
- in which R1, R2 and R3 have the definitions given above,
- in the presence of a catalyst;
- (5) the compound of formula (VII) is reacted to give a compound of formula (VIII)
- in which R1, R2 and R3 have the definitions given above, and
- Y represents chlorine or bromine,
- (6) the compound of formula (VIII) is reacted with a cyanide of formula (IX)
- MCN (IX),
- in which
- M represents sodium,
- to give a compound of formula (X)
- in which R1, R2 and R3 have the definitions given above;
- (7) the compound of formula (X) is hydrolysed under acidic or basic conditions to give the compound of formula (I)
- in which R1, R2 and R3 have the definitions given above.
26 more elements
Dependencies are inferred from the claim text.