Methyl 4-chloro-3-nitrobenzoate → Methyl 3-Amino-4-chlorobenzoate

HRID 337167

反応式

HRID 337167 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-])=O>C(O)(=O)C.C(=O)(O)[O-].[Na+].[Fe]>[NH2:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[Cl:1])[C:6]([O:8][CH3:9])=[O:7]

参加物

5

反応物 1

HCID 735797Methyl 4-chloro-3-nitrobenzoate

生成物 1

HCID 593055Methyl 3-Amino-4-chlorobenzoate収率 97.7%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
20 °C

実験手順

A solution of methyl 4-chloro-3-nitrobenzoate (10 g) dissolved in acetic acid (100 mL) was treated with Iron powder (10.36 g) under nitrogen. The resulting mixture was stirred vigorously at 20° C. for 2 h. The reaction mixture was filtered through celite and the filtrate evaporated to dryness to afford crude product. The residue was diluted with aqueous sodium bicarbonate solution (200 mL), and extracted with dichloromethane (250 mL). The organic layer was separated, dried (MgSO4), filtered and evaporated to afford the sub title compound (8.41 g).

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate evaporated to dryness
  3. customto afford crude product
  4. extractionextracted with dichloromethane (250 mL)
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-b843a2894edd481d91b08215ca37ec72
出典データセット
uspto-grants-2014_11
特許番号
US08889692B2

関連ノート

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