Acetic Acid → 2-Amino-4-chloro-5-(trifluoromethyl)phenol

HRID 2094475

反応式

HRID 2094475 の反応式
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([OH:12])=[C:4]([N+:13]([O-])=O)[CH:3]=1.C(OCC)(=O)C.C(O)(=O)C>[Fe].O>[NH2:13][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([C:8]([F:11])([F:9])[F:10])=[CH:6][C:5]=1[OH:12]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 668796884-Chloro-2-nitro-5-(trifluoromethyl)phenol

生成物 1

HCID 668804782-Amino-4-chloro-5-(trifluoromethyl)phenol収率 84.4%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒2 回

実験手順

A mixture of 2.3 g of 4-chloro-2-nitro 5-trifluoromethylphenol and 10 ml of ethyl acetate was added dropwise to a mixture, which was heated to 80° C., of 2.6 g of electrolytic iron, 10 ml of acetic acid and 20 ml of water, and then the reaction mixture was stirred for one hour. The mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate. The combined organic layers were washed with water, a saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.7 g of 2-amino-4-chloro-5-trifluoromethylphenol.

後処理

  1. additionwas added dropwise to a mixture, which
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe combined organic layers were washed with water
  4. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8424177f45f747529a84be62afd6b4e7
出典データセット
uspto-grants-2013_05
特許番号
US08445522B2

関連ノート

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