Pyridine → 3-hydroxy-4-propoxybenzaldehyde O-methyloxime

HRID 2236438Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236438
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][CH3:13])[CH:5]=O.N1C=CC=CC=1.Cl.[O:21]([NH2:23])[CH3:22]>O>[CH3:22][O:21][N:23]=[CH:5][C:4]1[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH2:12][CH3:13])=[C:2]([OH:1])[CH:3]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 219461763-Hydroxy-4-propoxybenzaldehyde

Produkt 1

HCID 748285453-hydroxy-4-propoxybenzaldehyde O-methyloximeAusbeute 120,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

An amount of 3-hydroxy-4-propoxybenzaldehyde (150 mg, 0.83 mmol) is added pyridine (4.0 ml) at room temperature, followed by addition of methoxylamine hydrogen chloride (101.2 mg, 1.2 mmol). The mixture is stirred at ambient temperature for 24 h, and 4 mL of water is added. After the solvents were evaporated, the residue is dissolved 8 mL of anhydrous ether, washed successively with 2 mL of aqueous sodium bicarbonate, 2 mL of sodium bisulfite, and 2 mL of brine. Dried over magnesium sulfate, evaporated to give a yellow solid (210 mg). MS (ESI) m/z 210.5 (M+1)

Aufarbeitung

  1. customAfter the solvents were evaporated
  2. dissolutionthe residue is dissolved 8 mL of anhydrous ether
  3. washwashed successively with 2 mL of aqueous sodium bicarbonate, 2 mL of sodium bisulfite, and 2 mL of brine
  4. dry with materialDried over magnesium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-772923fef9d840c2934f5eb91cbe0138
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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