Tetrahydrofuran → (2-Fluoro-4-nitrophenyl)methanamine

HRID 1428785ノート

反応式

HRID 1428785 の反応式
[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O.O1CCCC1>>[F:1][C:2]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:3]=1[CH2:4][NH2:5]

参加物

3

反応物 2

HCID 8028TetrahydrofuranHCID 708476692-(2-Fluoro-4-nitrobenzyl)isoindoline-1,3-dione

生成物 1

HCID 45121148(2-Fluoro-4-nitrophenyl)methanamine収率 41.5%

実験手順

To a solution of 2-(2-fluoro-4-nitrobenzyl)isoindoline-1,3-dione (1.35 g, 4.48 mmol) in tetrahydrofurane 65% hydrazine monohydrate (1.3 mL, 4 eq) was added. The mixture was refluxed for 6 h. After the starting material was consumed, the mixture was cooled down to room temperature and treated with potassium bicarbonate to pH 12˜13. Then it was extracted with ethyl acetate and washed with brine. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave (2-fluoro-4-nitrophenyl)methanamine (316 mg, 41%).

後処理

  1. temperatureThe mixture was refluxed for 6 h
  2. customAfter the starting material was consumed
  3. additiontreated with potassium bicarbonate to pH 12˜13
  4. extractionThen it was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialDrying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography

出典と根拠

ORDレコード
ord-6743afb4006145d99b249d262d228b6e
出典データセット
uspto-grants-2015_01
特許番号
US08937092B2

反応ノート

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