Acetic Acid → 3,5-Dichloro-4-hydroxybenzaldehyde

HRID 85007

反応式

HRID 85007 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9].C1N2CN3CN(C2)CN1C3.S(=O)(=O)(O)O.[C:25](O)(=[O:27])C>>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9])[CH:25]=[O:27]

参加物

5

反応物 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 4101HexamethylenetetramineHCID 68992,6-Dichlorophenol

生成物 1

HCID 168393,5-Dichloro-4-hydroxybenzaldehyde収率 84%

反応条件

温度
100 °C

実験手順

A 250 ml three neck round bottom flask fitted with reflux condenser, pot thermometer and mechanical stirrer, was charged with 10 g (0.061 mol) of 2,6-dichlorophenol, 40 ml glacial acetic acid and 3.44 g (0.024 mol) of hexamethylenetetramine. The reaction mass was heated at reflux for 3 hrs (a clear solution was obtained at 70° C.). The progress of reaction was checked by TLC. The mixture was allowed to cool at 100° C.; 30 ml of 10% sulphuric acid were slowly added and stirred at 100° C. for 20-30 min. The reaction mass was poured into 200 g crushed ice. The solid was filtered and washed well with 100 ml water and drying at 70° C. afforded 9.2 g (84%) of 3,5-dichloro-4-hydroxy-benzaldehyde. Melting point: 153-155° C. 1H NMR (400 MHz, CD3OD) δ 9.72 (s, 1H), δ 7.80 (s, 1H).

後処理

  1. temperaturewith reflux condenser
  2. temperatureThe reaction mass was heated
  3. temperatureat reflux for 3 hrs (a clear solution
  4. customwas obtained at 70° C.)
  5. customThe progress of reaction
  6. additionThe reaction mass was poured into 200 g
  7. customcrushed ice
  8. filtrationThe solid was filtered
  9. washwashed well with 100 ml water
  10. customdrying at 70° C.

出典と根拠

ORDレコード
ord-21b50dab83b54de6aa17a76a657af5cb
出典データセット
uspto-grants-2014_09
特許番号
US08846982B2

関連ノート

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