Hydrochloric Acid → 2-Amino-4-chloro-5-methylphenol

HRID 337366

反応式

HRID 337366 の反応式
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1.Cl.[Cl-].[NH4+]>CO.O.[Zn]>[NH2:10][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([CH3:8])=[CH:6][C:5]=1[OH:9]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 235324-Chloro-5-methyl-2-nitrophenolHCID 25517Ammonium Chloride

生成物 1

HCID 1045242-Amino-4-chloro-5-methylphenol収率 33.3%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 4-chloro-5-methyl-2-nitrophenol (5.0 g) in methanol (100 mL) at 0° C. was added zinc powder (8.71 g), which was activated by hydrochloric acid in advance, and a solution of ammonium chloride (7.1 g) in water (20 mL). The suspension was stirred for 4 h at room temperature. Then the insoluble material was filtered off through celite, and the celite cake was washed with ethyl acetate (100 mL). The filtrate and washings were combined and concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using hexane/ethyl acetate (3:2) to yield the title compound (1.4 g).

後処理

  1. filtrationThen the insoluble material was filtered off through celite
  2. washthe celite cake was washed with ethyl acetate (100 mL)
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-97d8b1235d82491fa0de0d796401146c
出典データセット
uspto-grants-2014_11
特許番号
US08889727B2

関連ノート

読み込み中…