Oxidation of cinnamyl alcohol with peracetic acid in acidic solvents.
スポンサーリンク
概要
- 論文の詳細を見る
Peracetic acid oxidation of cinnamyl alcohol(<B>1</B>) in tetrahydrofuran(THF) at room temperature has been found to give phenylacetic acid(<B>2</B>), benzaldehyde(<B>4</B>) and cinnamyl acetate(<B>5</B>) as major products. A probable first-formed intermediate, 2,3-epoxy-3-phenyl-1-propanol(<B>7</B>), was detected as its derivative (1-phenyl-1,2,3-propanetriol), and also a probable second intermediate, 1-hydroxy-3-phenyl-2-propanone (<B>3</B>), was detected. <B>3</B> was found to be converted to <B>2</B> by the Baeyer-Villiger reaction. On the other hand, the peracetic acid oxidation of <B>1</B> in methanol gave a methanolysis product of oxirane ring, 3-methoxy-3-phenyl-1,2-propanediol(<B>6a</B>), a small amount of a rearrangement product and benzaldehyde. The peracid oxidation of <B>1</B> in various solvents was also studied. A probable reaction mechanism is discussed.
- 公益社団法人 日本化学会の論文
著者
-
Ogata Yoshiro
Department Of Mechanical Engineering Ii Faculty Of Engineering Kyoto University:(present Address)res
-
Tomizawa Kohtaro
Department of Applied Chemistry, Faculty of Engineering, Nagoya University
関連論文
- Surgery Versus Radiochemotherapy for Resectable Locally Invasive Pancreatic Cancer : Final Results of a Randomized Multi-Institutional Trial
- The Prognostic Significance of Lymph Node Metastasis and Intrapancreatic Perineural Invasion in Pancreatic Cancer After Curative Resection
- Excitation Mechanism of 3250 and 4416 Å Laser Lines in the Cataphoretic He-Cd Laser Discharge
- Severe 5-fluorouracil-related toxicity in a Japanese patient with dihydropyrimidine dehydrogenase deficiency
- Prophylactic hepatic irradiation following curative resection of pancreatic cancer
- Population Density and LTE of Excited Atoms in a Positive-Column Plasma I. : Calculation on Hydroegn
- Results of surgery and adjuvant radiotherapy for pancreatic cancer
- The impact of pylorus-preserving pancreatoduodenectomy on surgical treatment for cancer of the pancreatic head
- Induction of Rat Cystatin S in Submandibular Glands by Oral Administration of Capsaicin
- Right hepatic lobectomy with removal of tumor thrombus from the portal vein for hepatocellular carcinoma
- Partitioning of Stearic Acid Spin Labels into Phospholipid Bilayers with Different Fluidities
- Kinetics of the Acid-Catalyzed Decomposition of Trimeric Acetone Peroxide
- Kinetics of the tungstate-catalyzed H2O2 oxidation of amines in aqueous methanol. Acidity effect.
- Photochemical ethoxycarbonylmethylation of toluene with ethyl chloroacetate.
- Photochemical dimroth rearrangement of 1,4-diphenyl-5-amino- and 4-phenyl-5-anilino-1,2,3-triazoles.
- Reactivity of peroxomonophosphoric acid in the oxidation of benzaldehydes and dimethyl sulfoxide in aqueous ethanol.
- Photoinduced decomposition of peracetic acid in isopropylbenzene.
- Kinetics of the reaction of .ALPHA.-chloro aliphatic acids with aqueous ammonia.
- THE SUCCESSFUL 48 HOUR STORAGE OF THE CANINE KIDNEY BY HYPOTHERMIA ALONE
- Reaction between Anilines and Excess of Methyl Vinyl Ketone
- Reaction of thiocarbonyl compounds with tributylphosphine.
- Oxidation of cinnamyl alcohol with peracetic acid in acidic solvents.
- Photo-promoted hypochlorite oxidation of .ALPHA.-amino acids. Kinetics and irradiation effect for the strecker degradation.
- Photochemical ethoxycarbonylmethylation of alkylbenzenes with ethyl chloroacetate. MO calculation for prediction of orientation.
- Photolytic oxidation of alkylbenzenesulfonic acids by aqueous sodium hypochlorite.