Potassium Carbonate → 4-Bromo-3-propoxy-phenol

HRID 1167294

反応式

HRID 1167294 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH2:18][CH3:19]>CC(C)=O>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[O:9][CH2:17][CH2:18][CH3:19]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 811054-Bromoresorcinol

生成物 1

HCID 229961784-Bromo-3-propoxy-phenol収率 57%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 4-bromoresorcinol (1 g, 5.291 mmol) in acetone (10 mL) were added potassium carbonate (732 mg, 5.291 mmol) and 1-iodopropane (1.799 g, 10.58 mmol), respectively. The reaction mixture was heated at gentle reflux for 6 h. The solvent was removed and the residue was taken in diethyl ether (50 mL). The white solid was filtered off, and the filtrated was concentrated in vacuo. Purification of the crude residue by flash chromatography (Biotage system, KP-Sil™ 32-63 μm, 60 Å silica gel) eluting with 10% ethyl acetate in hexanes yielded 4-bromo-3-propoxy-phenol as a white solid (693 mg, 57%).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat gentle reflux for 6 h
  3. customThe solvent was removed
  4. filtrationThe white solid was filtered off
  5. concentrationthe filtrated was concentrated in vacuo
  6. customPurification of the crude residue by flash chromatography (Biotage system, KP-Sil™ 32-63 μm, 60 Å silica gel)
  7. washeluting with 10% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-f66b0d1818bd4510b0b0ada6703b2fd3
出典データセット
uspto-grants-2003_09
特許番号
US06617346B1

関連ノート

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