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

HRID 337167

반응식

HRID 337167 반응식
[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]

참가 물질

5

반응물 1

HCID 735797Methyl 4-chloro-3-nitrobenzoate

생성물 1

HCID 593055Methyl 3-Amino-4-chlorobenzoate수율 97.7%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 516892Sodium Bicarbonate용매

반응 조건

온도
20 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b843a2894edd481d91b08215ca37ec72
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889692B2

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