3-Fluoro-5-methylbenzyl bromide → 3-Ethyl-1-fluoro-5-methylbenzene

HRID 1386100ノート

反応式

HRID 1386100 の反応式
[CH3:1][Li].Br[CH2:4][C:5]1[CH:6]=[C:7]([F:12])[CH:8]=[C:9]([CH3:11])[CH:10]=1>C(OCC)C.[Cu]I>[CH2:4]([C:5]1[CH:6]=[C:7]([F:12])[CH:8]=[C:9]([CH3:11])[CH:10]=1)[CH3:1]

参加物

5

反応物 2

HCID 27784513-Fluoro-5-methylbenzyl bromideHCID 178418348HCID 178418348、化合物

生成物 1

HCID 217173603-Ethyl-1-fluoro-5-methylbenzene収率 94%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

Methyllithium (40 ml, 64 mmol) was added dropwise at 0° C. to a slurry of copper(I)iodide (6.42 g, 33.6 mmol) in diethyl ether (20 ml). After being stirred at 0° C. for 30 minutes, the clear colorless homogeneous cuprate solution was cooled to −78° C. where 3-bromomethyl-1-fluoro-5-methylbenzene (5.15 g, 25.4 mmol) in 10 ml diethyl ether was added. The temperature was allowed to rise slowly. The reaction was quenched at −50° C. with NH4Cl/NH3-buffer (50 ml). Extraction with diethyl ether (3×50 ml), brine (1×100 ml). The organic layer was dried over MgSO4, filtered and the solvents were removed to yield 3.3 g (94%) of the title compound.

後処理

  1. additionwas added
  2. customThe reaction was quenched at −50° C. with NH4Cl/NH3-buffer (50 ml)
  3. extractionExtraction with diethyl ether (3×50 ml), brine (1×100 ml)
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were removed

出典と根拠

ORDレコード
ord-bf81136ac5d64f44b0beaba3638a419c
出典データセット
uspto-grants-2001_07
特許番号
US06265415B1

反応ノート

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