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

HRID 2198438ノート

反応式

HRID 2198438 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

(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 (3g), 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.

後処理

  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° (Found: C, 75.0; H, 6.26. Calc. for C16H16O3 : C, 75.0; H, 6.29%)

出典と根拠

ORDレコード
ord-4ceb2f1b488c416ebd4ab746e45e2fc8
出典データセット
uspto-grants-1982_11
特許番号
US04357344

反応ノート

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