Isobutyric Acid → HCID 249501, compound

HRID 2254355Notes

Reaction equation

HRID 2254355 reaction equation
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH2:7](O)[CH2:8][CH2:9][OH:10].[OH2:12].[C:13]1([CH3:23])[CH:18]=CC(S(O)(=O)=O)=C[CH:14]=1>C1C=CC=CC=1>[CH3:3][CH:2]([CH3:4])[C:1]([O:6][CH2:7][CH2:8][CH2:9][O:10][C:18](=[O:12])[CH:13]([CH3:14])[CH3:23])=[O:5]

Participants

5

Reactant 3

HCID 6590Isobutyric AcidHCID 104421,3-PropanediolHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 249501HCID 249501, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Upon starting with a mixture of 24.4 ml (23.3 g, 0.263 mole) of isobutyric acid, 9 ml (9.5 g, 0.125 mole) of 1,3-propanediol (VIII) and 2.38 g (0.0125 mole) of p-toluenesulfonic acid monohydrate in 100 ml of benzene and proceeding according to step a) of Example 25, the desired product is obtained in crude form in a yield of 93.6%. After distillation under reduced pressure the pure desired product is obtained in a yield of 87.3%. B.p.: 92°-94° C./200 Pa.

Sources & evidence

ORD record
ord-4280bcaef637461ea1fe99e40805c705
Source dataset
uspto-grants-1993_08
Patent number
US05235097

Reaction notes

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