Iodoethane → 1-Ethoxy-4-fluoro-5-iodo-2-methoxybenzene

HRID 1438135ノート

反応式

HRID 1438135 の反応式
[F:1][C:2]1[C:7]([I:8])=[CH:6][C:5]([OH:9])=[C:4]([O:10][CH3:11])[CH:3]=1.[CH2:12](I)[CH3:13].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(OCC)C>[CH2:12]([O:9][C:5]1[CH:6]=[C:7]([I:8])[C:2]([F:1])=[CH:3][C:4]=1[O:10][CH3:11])[CH3:13]

参加物

6

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 598380024-Fluoro-5-iodo-2-methoxyphenol

生成物 1

HCID 598380601-Ethoxy-4-fluoro-5-iodo-2-methoxybenzene収率 85%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

A mixture of 64C (580 mg, 2.16 mmol), ethyl iodide (0.23 mL, 2.92 mmol) and K2CO3 (598 mg, 4.32 mmol) in DMF (5.0 mL) was heated at 40° C. for 3.0 h. It was diluted with diethyl ether, washed with brine and dried over Na2SO4. After evaporation of the solvent, the crude product was purified by silica gel chromatography (EtOAc:hexanes=1:5) to give 64D (540 mg, 85% yield) as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 1.42 (t, J=7.03 Hz, 3H) 3.82 (s, 3H) 4.01 (q, J=7.03 Hz, 2H) 6.64 (d, J=9.23 Hz, 1H) 7.09 (d, J=6.15 Hz, 1H).

後処理

  1. washwashed with brine
  2. dry with materialdried over Na2SO4
  3. customAfter evaporation of the solvent
  4. customthe crude product was purified by silica gel chromatography (EtOAc:hexanes=1:5)

出典と根拠

ORDレコード
ord-72397c95a2a0437ca592ac062cf7da80
出典データセット
uspto-grants-2009_11
特許番号
US07622585B2

反応ノート

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