Ammonia → 2-(4-Iodophenyl)ethan-1-ol

HRID 735023

反応式

HRID 735023 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.[I-:11].[Na+].NCCN.N>[Cu]I.O.O1CCOCC1>[I:11][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 222AmmoniaHCID 3301EthylenediamineHCID 5238Sodium IodideHCID 728512-(4-Bromophenyl)ethanol

生成物 1

HCID 30407702-(4-Iodophenyl)ethan-1-ol

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

0.474 g (2.48 mmol) of copper (I) iodide, 5 g (24.86 mmol 2-(4-bromophenyl)ethanol and 7.45 g (49.73 mmol) of sodium iodide are successively added to a flask under an argon atmosphere. Then 0.438 g (4.97 mmol) of dimethylenediamine and 25 mL dioxane are added and the reaction mixture is refluxed for 14 hours. Then the reaction mixture is combined with 20 mL concentrated ammonia solution at ambient temperature, with 100 mL of water diluted and extracted with dichloromethane. The organic phase is extracted three times with water and dried over sodium sulfate. Yield: 5.4 g (87.5% of theory); C8H9IO (M=248.06); calc.: molecular ion peak (M)+: 248; found: molecular ion peak (M)+: 248; Rf value: 0.6 (silica gel, dichloromethane/ethanol (10:1)).

後処理

  1. temperaturethe reaction mixture is refluxed for 14 hours
  2. additiondiluted
  3. extractionextracted with dichloromethane
  4. extractionThe organic phase is extracted three times with water
  5. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-ba01858f6ae24ea0847813801ff18e2e
出典データセット
uspto-grants-2009_09
特許番号
US07592373B2

関連ノート

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