Acetic Acid → 5-Methoxy-6-(2-phenylpropan-2-yl)-1,3-benzodioxole

HRID 1979847

Reaktionsgleichung

Reaktionsgleichung von HRID 1979847
[CH2:1]1[O:5][C:4]2[CH:6]=[C:7]([OH:10])[CH:8]=[CH:9][C:3]=2[O:2]1.[CH3:11][C:12](O)([CH3:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:21](O)(=O)C(O)=O.C(O)(=O)C>O>[CH3:11][C:12]([C:8]1[C:7]([O:10][CH3:21])=[CH:6][C:4]2[O:5][CH2:1][O:2][C:3]=2[CH:9]=1)([CH3:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 971Oxalic AcidHCID 120532-Phenyl-2-propanolHCID 68289Sesamol

Produkt 1

HCID 3363345-Methoxy-6-(2-phenylpropan-2-yl)-1,3-benzodioxole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

(α,α-Dimethylbenzyl)-3,4-methylenedioxy-6-methoxybenzene was prepared as follows: A mixture of sesamol (44 g), α,α-dimethylbenzyl alcohol (44 g), oxalic acid (3 g), acetic acid (100 ml) and water (10 ml) was refluxed for 2.5 hours, diluted with water and extracted with chloroform. Distillation of the chloroform extract gave an oil, b.p. 160°-163° at 0.5 mm Hg (60 g) which crystallized from aqueous methanol to give colorless needles, m.p. 75°-76°; (Found: C, 75.0; H, 6.26. Calc. for C16H16O3 ; C, 75.0; H, 6.29%) pmr spectrum: δ1.63, 6H, S; 4.12, 1H, S; δ5.81, 2H, S; δ6.33, 1H, S; δ6.98, 1H, S; δ6.31, 5H, S.

Aufarbeitung

  1. temperaturewas refluxed for 2.5 hours
  2. extractionextracted with chloroform
  3. distillationDistillation of the chloroform
  4. extractionextract
  5. customgave an oil, b.p. 160°-163° at 0.5 mm Hg (60 g) which
  6. customcrystallized from aqueous methanol
  7. customto give colorless needles, m.p. 75°-76°

Quellen und Nachweise

ORD-Eintrag
ord-5384a0c918174b768570d62b6f34c3d6
Quelldatensatz
uspto-grants-1984_11
Patentnummer
US04482728

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