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

HRID 641338

反応式

HRID 641338 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-fd49680148b04e8eadaabd019223b480
出典データセット
uspto-grants-2010_04
特許番号
US07696200B2

関連ノート

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