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

HRID 1360307ノート

反応式

HRID 1360307 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 53440895(2-Amino-4-bromophenyl)methanol収率 95%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
75 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-750b8360f5894fb8a77b7e6101fc8346
出典データセット
uspto-grants-2011_02
特許番号
US07879845B2

反応ノート

読み込み中…