Malonic Acid → (E)-3-(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)acrylic acid

HRID 1107554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1107554
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]=O)[C:5]=2[O:4][CH2:3][CH2:2]1.C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16].N1CCCC1>N1C=CC=CC=1>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10](/[CH:11]=[CH:14]/[C:15]([OH:17])=[O:16])[C:5]=2[O:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 867Malonic AcidHCID 31268PyrrolidineHCID 27950332,3-Dihydro-1,4-benzodioxine-5-carbaldehyde

Produkt 1

HCID 5343159(E)-3-(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)acrylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 2,3-dihydrobenzodioxin-5-carboxaldehyde (Morishima, et al., Eur. Pat. Appl. 309,766, Apr. 5, 1989) (9.25 g, 56.4 mmol), malonic acid (11.73 g, 112.8 mmol), pyrrolidine (1 mL), and pyridine (25 mL) was heated to reflux for 2 hr, cooled, and then poured into ice water (300 mL). The white precipitate was filtered, washed with 1N HCl, and air dried (9.83 g, 84.6%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 2 hr
  3. temperaturecooled
  4. filtrationThe white precipitate was filtered
  5. washwashed with 1N HCl, and air
  6. customdried (9.83 g, 84.6%)

Quellen und Nachweise

ORD-Eintrag
ord-04cf1a436de6409ca69f7fb1cfa8a35d
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06060506

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