4,6-Dichloro-3-hydroxy-2-nitrobenzoic acid → HCID 10656625、化合物

HRID 336434ノート

反応式

HRID 336434 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:12]([O-])=O)[C:3]=1[OH:15]>[Fe].C(O)(=O)C>[NH2:12][C:4]1[C:3]([OH:15])=[C:2]([Cl:1])[CH:10]=[C:9]([Cl:11])[C:5]=1[C:6]([OH:8])=[O:7]

参加物

4

反応物 1

HCID 106584324,6-Dichloro-3-hydroxy-2-nitrobenzoic acid

生成物 1

HCID 10656625HCID 10656625、化合物収率 94.3%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4,6-dichloro-3-hydroxy-2-nitrobenzoic 1-6 (700 mg, 2.78 mmol), Fe powder (400 mg, 7.16 mmol) and glacial acetic acid (13 mL) was heated at 80° C. for 50 min, cooled and the solids filtered off. The filtrate was concentrated to a brown solid. Purification by flash chromatography eluting with 1% AcOH/EtOAc to 3% AcOH/EtOAc afforded 2-amino-4,6-dichloro-3-hydroxybenzoic acid (1-8) as a light brown solid (582 mg, 94%). 1H NMR (d6-DMSO, 400 MHz) δ. 6.68 (s, 1H).

後処理

  1. temperaturecooled
  2. filtrationthe solids filtered off
  3. concentrationThe filtrate was concentrated to a brown solid
  4. customPurification by flash chromatography
  5. washeluting with 1% AcOH/EtOAc to 3% AcOH/EtOAc

出典と根拠

ORDレコード
ord-9b1411f1640343c4af625724acf4ca5a
出典データセット
uspto-grants-2014_11
特許番号
US08889695B2

反応ノート

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