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

HRID 85010

반응식

HRID 85010 반응식
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]

참가 물질

6

반응물 4

HCID 712Formaldehyde2회HCID 4101HexamethylenetetramineHCID 170162,3,6-TrimethylphenolHCID 517165Ammonium Acetate2회

생성물 1

HCID 108990214-Hydroxy-2,3,5-trimethylbenzaldehyde수율 75%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-05837208b17746a08c42c30a85c05bfd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846982B2

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