Potassium Acetate → Ibuprofen, (+-)-

HRID 2290951Notes

Reaction equation

HRID 2290951 reaction equation
Br[CH:2]([C:4]1([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([CH3:21])[CH3:20])=[CH:14][CH:13]=2)OCC(C)(C)CO1)C.[C:22]([O-:25])(=[O:24])C.[K+]>C(N)=O>[CH2:18]([C:15]1[CH:14]=[CH:13][C:12]([CH:4]([CH3:2])[C:22]([OH:25])=[O:24])=[CH:17][CH:16]=1)[CH:19]([CH3:20])[CH3:21]

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 20230831HCID 20230831, compound

Product 1

HCID 3672Ibuprofen, (+-)-Yield 25%

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Conditions

Temperature
170 °C

Procedure

A mixture of 2-(1-bromoethyl)-5,5-dimethyl-2-(4-isobutylphenyl)-1,3-dioxane (3.55 g; 10 mmol), potassium acetate (1.2 g; 12 mmol), formamide (50 ml) is heated at 170° C. under stirring for 2.5 h. The reaction mixture is worked up as described in Example 1a to give 2-(4-isobutylphenyl)-propionic acid (2.5 mmol; yield 25%), m.p. 74°-76° C.

Sources & evidence

ORD record
ord-53a48e7b3232426fb70c1a0847fb569d
Source dataset
uspto-grants-1986_10
Patent number
US04618697

Reaction notes

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