Water → 5-Chloro-2,3-dihydroxybenzaldehyde

HRID 749432

反応式

HRID 749432 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([O:11]C)[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].O>Br>[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8]

参加物

4

反応物 2

HCID 962WaterHCID 51510865-Chloro-2-hydroxy-3-methoxybenzaldehyde

生成物 1

HCID 219248625-Chloro-2,3-dihydroxybenzaldehyde収率 32.5%

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

実験手順

5-Chloro-2-hydroxy-3-methoxy-benzaldehyde (see J. Org. Chem. 56; 1991; 5451; 20.0 g, 107 mmol) was suspended in hydrobromic acid (100 mL of 47% in water). The mixture was refluxed for 6 h and then cooled to room temperature before dilution with water (300 mL). The formed precipitate was collected by filtration and then washed with water. After air drying, the solid material was purified by soaking with CH2Cl2 (4×150 mL). There was obtained 6.0 g (32%) of 5-chloro-2,3-dihydroxybenzaldehyde as a solid. 1H NMR (300 MHz, CDCl3): 5.7 (s, 1H), 7.1 (d, 1H), 7.2 (d, 1H), 9.8 (s, 1H), 11.0 (s, 1H).

後処理

  1. temperatureThe mixture was refluxed for 6 h
  2. filtrationThe formed precipitate was collected by filtration
  3. washwashed with water
  4. customAfter air drying
  5. customthe solid material was purified

出典と根拠

ORDレコード
ord-06596c0af36c409eb8256a89b15ca4b6
出典データセット
uspto-grants-2008_07
特許番号
US07402581B2

関連ノート

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