Sulfuric Acid → 3-Formylbut-2-enyl acetate

HRID 129978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 129978
[C:1]([O:4][CH2:5][CH:6]=[C:7]([CH3:10])[CH2:8]Cl)(=[O:3])[CH3:2].C1N2CN3CN(C2)CN1C3.S(=O)(=O)(O)[OH:22]>O>[C:1]([O:4][CH2:5][CH:6]=[C:7]([CH3:10])[CH:8]=[O:22])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 4101HexamethylenetetramineHCID 534009324-Chloro-3-methylbut-2-en-1-yl acetate

Produkt 1

HCID 846993-Formylbut-2-enyl acetateAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

Crude 1-acetoxy-4-chloro-3-methyl-2-butene (194 g, Purity: 83.8%, 1 mol) was added to hexamine (168 g, 1.2 mol)/water (1 liter), and the mixture was stirred at 35° C. for 4 hours and then separated into aqueous and organic layers. 1,2-Dichloroethane (1 liter) was added to the aqueous layer, and the mixture was subjected to reaction at 72° C. for 6 hours while adjusting the pH with 1N sulfuric acid. The 1,2-dichloroethane layer was separated, 1,2-dichloroethane (1 liter) was added to the aqueous layer, and the reaction was carried out again. The 1,2-dichloroethane layers were combined and concentrated. The residue was distilled under reduced pressure to give 4-acetoxy-2-methyl-2-buten-1-al (98 g, 69%). bp.0.2-0.3 mmHg: 58°-66° C.

Aufarbeitung

  1. customseparated into aqueous and organic layers
  2. addition1,2-Dichloroethane (1 liter) was added to the aqueous layer
  3. customthe mixture was subjected to reaction at 72° C. for 6 hours
  4. customThe 1,2-dichloroethane layer was separated
  5. addition1,2-dichloroethane (1 liter) was added to the aqueous layer
  6. concentrationconcentrated
  7. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5cfd0a33c29d43aaaa3edf4aed6eff40
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05471004

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