Formaldehyde → 4-Hydroxy-2,3,5-trimethylbenzaldehyde

HRID 85010

反応式

HRID 85010 の反応式
C1N2CN3CN(C2)CN1C3.C=O.[C:13]([O-])(=[O:15])C.[NH4+].[CH3:18][C:19]1[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([CH3:26])[C:20]=1[OH:27]>C(O)(=O)C>[CH3:25][C:24]1[C:19]([CH3:18])=[C:20]([OH:27])[C:21]([CH3:26])=[CH:22][C:23]=1[CH:13]=[O:15]

参加物

6

反応物 4

HCID 712Formaldehyde2 回HCID 4101HexamethylenetetramineHCID 170162,3,6-TrimethylphenolHCID 517165Ammonium Acetate2 回

生成物 1

HCID 108990214-Hydroxy-2,3,5-trimethylbenzaldehyde収率 75%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
120 °C

実験手順

Instead of hexamethylenetetramine as applied in Example 2A and 2B, formaldehyde and ammonium acetate in acetic acid were used for formylation as illustrated below. A 250 ml three neck round bottom flask equipped with a reflux condenser was charged with 20.4 g (0.15 mol) of 2,3,6-trimethylphenol. 100 ml acetic acid, 3.09 g (0.04 mol) of ammonium acetate and 3.243 g (0.04 mol) of formalin solution were added to it. The reaction mass was heated at 120° C. over a period of 2.5 hrs. The completion of reaction was confirmed by TLC. The reaction mass was poured into 400 ml ice cold water with stirring. The solid was filtered and washed with 2×50 ml process water. The product was dried under vacuum to afford 17 g (75%) of crude 2,3,5-trimethyl-4-hydroxy-benzaldehyde. The purification of crude product with 1% sodium hydroxide solution afforded 13 g (53%) of pure 2,3,5-trimethyl-4-hydroxyl-benzaldehyde.

後処理

  1. customThe completion of reaction
  2. filtrationThe solid was filtered
  3. washwashed with 2×50 ml process water
  4. customThe product was dried under vacuum

出典と根拠

ORDレコード
ord-05837208b17746a08c42c30a85c05bfd
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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