1,2-Dimethoxyethane → 2-(1,3-Dioxaindan-5-yl)acetaldehyde

HRID 1657876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1657876
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][CH:11](S(C)=O)SC)=[CH:4][C:3]=2[O:2]1.C[O:18]CCOC>>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][CH:11]=[O:18])=[CH:4][C:3]=2[O:2]1

Komponenten

3

Edukt 2

HCID 80711,2-DimethoxyethaneHCID 21530764Methyl 2-(3,4-methylenedioxyphenyl)-1-methylthioethyl sulfoxide

Produkt 1

HCID 2678892-(1,3-Dioxaindan-5-yl)acetaldehydeAusbeute 45 %

Versuchsvorschrift

2.08 g of methyl 2-(3,4-methylenedioxyphenyl)-1-methylthioethyl sulfoxide was dissolved in 20 ml. of 1,2-dimethoxyethane, and with the addition of 1.71 g of cupric chloride dihydrate, the solution was refluxed for 15 minutes. The solvent was removed by evaporation at reduced pressure, and 50 ml. of methylene chloride was added. The insoluble water was removed by filtration. The filtrate was concentrated at reduced pressure, and subjected to column chromatography (silica gel, benzene) to give 722 mg of (3,4-methylenedioxyphenyl)acetaldehyde in a yield of 45%.

Aufarbeitung

  1. temperaturethe solution was refluxed for 15 minutes
  2. customThe solvent was removed by evaporation at reduced pressure, and 50 ml
  3. additionof methylene chloride was added
  4. customThe insoluble water was removed by filtration
  5. concentrationThe filtrate was concentrated at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b7b5e5141b8d453eb6f6e2b2edcdfd64
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03962281

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