Dimethylformamide → 4-Bromo-1,2-diethoxybenzene

HRID 445575

反応式

HRID 445575 の反応式
[Br:1][C:2]1[CH:3]=[C:4](O)[C:5](=[CH:7][CH:8]=1)[OH:6].[C:10](=[O:13])([O-])[O-].[K+].[K+].I[CH2:17][CH3:18].[CH3:19]N(C=O)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:17][CH3:18])=[C:7]([O:13][CH2:10][CH3:19])[CH:8]=1

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 284874-Bromocatechol

生成物 1

HCID 130876394-Bromo-1,2-diethoxybenzene

実験手順

A mixture of 4-bromocatechol (Aldrich, Buchs, Switzerland, 500 mg, 2.65 mmol), potassium carbonate (1.1 g, 7.94 mmol) and iodoethane (1.03 g, 6.61 mmol) in 10 ml DMF was stirred protected from the light for 17 h at rt. The reaction mixture was quenched with 50 ml saturated aqueous NaHCO3 and extracted with EtOAc (2×). The organic layers were washed with saturated aqueous NaHCO3 (4×) and brine, dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (petrol ether/diethyl ether 0% to 10%) to give the title compound as a colorless oil. (HPLC: tR 3.79 min (Method A)).

後処理

  1. customThe reaction mixture was quenched with 50 ml saturated aqueous NaHCO3
  2. extractionextracted with EtOAc (2×)
  3. washThe organic layers were washed with saturated aqueous NaHCO3 (4×) and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by flash chromatography (petrol ether/diethyl ether 0% to 10%)

出典と根拠

ORDレコード
ord-5943ea3e513b42eea4f0ad5d0ee20dfc
出典データセット
uspto-grants-2013_07
特許番号
US08476294B2

関連ノート

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