3′-Hydroxypropiophenone

To a stirred solution of 1-[3-(methyloxy)phenyl]-1-propanone 2 (6.5 g, 0.0396 mol) in toluene (100 ml_) was slowly added aluminum chloride (8.0 g, 0.0594 mol) via a powder addition funnel under a nitrogen atmosphere at room temperature. The stirred reaction mixture was heated at reflux for 5 h under a nitrogen atmosphere. The reaction mixture was allowed to cool at room temperature and then poured into 10percent aqueous HCI (200 ml_). The reaction mixture was transferred to a separating funnel and the layers were separated. The aqueous phase was extracted with ethyl acetate (3 x 150 ml_). The combined organic layer was washed with brine (1 x 50 ml_), dried over NaTo a stirred solution of 1-[3-(methyloxy)phenyl]-1-propanone i_2 (6.5 g, 0.0396 mol) in toluene (100 mL) was slowly added aluminum chloride (8.0 g, 0.0594 mol) via a powder addition funnel under a nitrogen atmosphere at room temperature. The stirred reaction mixture was heated at reflux for 5 h under a nitrogen atmosphere. The reaction mixture was allowed to cool at room temperature and then poured into 10percent aqueous HCI (200 mL). The reaction mixture was transferred to a separating funnel and the layers were separated. The aqueous phase was extracted with ethyl acetate (3 x 150 mL). The combined organic layer was washed with brine (1 x 50 mL), dried over NaA mixture of 1.64 g of 1 -(3-methoxyphenyl)propan-1-one mentioned in Reference Production Example 24, 10 mE of acetic acid, and 10 mE of 48percent hydrobromic acid was stirred with heating at 1000 C. for 6 hours. Afier cooling, water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated saline solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel colunm chromatography to obtain 1.73 g of 1 -(3- hydroxyphenyl)propan-1-one.

Molecular Weight:150.17
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:150.068079557
Monoisotopic Mass:150.068079557
Topological Polar Surface Area:37.3
Heavy Atom Count:11
Complexity:143
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes