Ethanol → (2-Amino-4-bromophenyl)methanol

HRID 1360307

반응식

HRID 1360307 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1.[Cl-].[NH4+].C(O)C>[Fe].O>[NH2:10][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][C:5]=1[CH2:8][OH:9]

참가 물질

6

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 15906236(4-Bromo-2-nitrophenyl)methanol

생성물 1

HCID 53440895(2-Amino-4-bromophenyl)methanol수율 95%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
75 °C

실험 절차

A mixture of (4-bromo-2-nitro-phenyl)-methanol (1.85 g, 7.97 mmol), iron powder (2.23 g, 39.9 mmol), ammonium chloride (213 mg, 3.99 mmol), ethanol (20 mL), and water (10 mL) was heated at 75° C. for 1 h, then after cooling filtered through a pad of diatomaceous earth. The filtrate was evaporated and the residue partitioned between ethyl acetate and water, the organic layer was washed with brine, dried (MgSO4), and evaporated to produce (2-amino-4-bromo-phenyl)-methanol (1.53 g, 90%). Off-white solid, MS (EI)=201.0 (M+).

후처리

  1. temperatureafter cooling
  2. filtrationfiltered through a pad of diatomaceous earth
  3. customThe filtrate was evaporated
  4. customthe residue partitioned between ethyl acetate and water
  5. washthe organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-750b8360f5894fb8a77b7e6101fc8346
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879845B2

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