Water → Methyl 4-amino-3-fluorobenzoate

HRID 428592노트

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HRID 428592 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 11182865Methyl 4-amino-3-fluorobenzoate수율 97%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

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온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b55b2207eb8b47cb8110fd461e30e37e
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313302B2

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