Hydrogen Bromide → 5-Ethylbenzene-1,3-diol

HRID 1003950ノート

反応式

HRID 1003950 の反応式
C[O:2][C:3]1[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([O:11]C)[CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([OH:11])[CH:4]=1

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 524877Benzene, 1,3-dimethoxy-5-ethyl

生成物 1

HCID 127958985-Ethylbenzene-1,3-diol収率 92.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1,3-Dimethoxy-5-ethylbenzene (7.69 g) is dissolved in acetic acid (80 ml), and thereto is added with stirring 47% hydrobromic acid at room temperature. The mixture is refluxed for three hours, and the reaction mixture is cooled to room temperature. The mixture is concentrated to dryness under reduced pressure, and the residue is dissolved in ethyl acetate. The organic layer is washed successively with water and a saturated aqueous sodium chloride solution, dried, and concentrated under reduced pressure. The residue is recrystallized from diisopropyl ether-hexane to give 1,3-dihydroxy-5-ethylbenzene (5.94 g), m.p. 97-98° C.

後処理

  1. additionis added
  2. temperatureThe mixture is refluxed for three hours
  3. concentrationThe mixture is concentrated to dryness under reduced pressure
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. washThe organic layer is washed successively with water
  6. dry with materiala saturated aqueous sodium chloride solution, dried
  7. concentrationconcentrated under reduced pressure
  8. customThe residue is recrystallized from diisopropyl ether-hexane

出典と根拠

ORDレコード
ord-d254cc20ae57415d9e2941cf46b040f9
出典データセット
uspto-grants-2000_04
特許番号
US06048842

反応ノート

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