Potassium Hydroxide → N-(oxiran-2-ylmethyl)aniline

HRID 508232ノート

反応式

HRID 508232 の反応式
Cl[CH2:2][CH:3]([OH:12])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[K+]>O1CCOCC1.CCOC(C)=O>[O:12]1[CH2:2][CH:3]1[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 36402541-Anilino-3-chloropropan-2-ol

生成物 1

HCID 18522547N-(oxiran-2-ylmethyl)aniline収率 95%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of the product of Step 3 (185.7 mg, 1.0 mmol, 1 equiv) in 1,4-dioxane (3.3 mL) was added KOH powder (67.3 mg, 1.2 mmol, 1.2 equiv). The mixture was stirred at room temperature for 24 hours. The mixture was diluted with EtOAc and washed with 1M HCl and brine. The organic layer was dried with MgSO4 and concentrated to give crude product. It was further purified by silica gel chromatography using 20% EtOAc/Hex to afford 141.8 mg colorless oil as product, yield 95.0%.

後処理

  1. washwashed with 1M HCl and brine
  2. dry with materialThe organic layer was dried with MgSO4
  3. concentrationconcentrated
  4. customto give crude product
  5. customIt was further purified by silica gel chromatography

出典と根拠

ORDレコード
ord-c6e0f4394fac4981baacb36d8a198c26
出典データセット
uspto-grants-2015_08
特許番号
US09095572B2

反応ノート

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