Water → Methyl 4-amino-3-fluorobenzoate

HRID 428592ノート

反応式

HRID 428592 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-])=O)[C:5]([O:7][CH3:8])=[O:6].C(Cl)Cl.O>C(O)(=O)C.[Fe]>[NH2:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[F:1]

参加物

6

反応物 3

HCID 962WaterHCID 6344DichloromethaneHCID 592761Methyl 3-fluoro-4-nitrobenzoate

生成物 1

HCID 11182865Methyl 4-amino-3-fluorobenzoate収率 97%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
50 °C

実験手順

A mixture of methyl 3-fluoro-4-nitrobenzoate(2.14 g, 10.8 mmol) and iron powder(2.63 g) in acetic acid(22 ml) was stirred at 50° C. for 2.5 h. After cooling down to room temperature, CH2Cl2(100 ml) and water(300 ml) was added to the mixture and filtered to remove iron powder. The organic layer was separated and the aqueous layer was extracted with CH2Cl2(70 mlx2). The CH2Cl2 solution was combined, washed with water, brine, dried(Na2SO4), and concentrated to give 1.77 g(97%) of pale brown solid.

後処理

  1. temperatureAfter cooling down to room temperature
  2. filtrationfiltered
  3. customto remove iron powder
  4. customThe organic layer was separated
  5. extractionthe aqueous layer was extracted with CH2Cl2(70 mlx2)
  6. washwashed with water, brine, dried(Na2SO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-b55b2207eb8b47cb8110fd461e30e37e
出典データセット
uspto-grants-2001_11
特許番号
US06313302B2

反応ノート

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