2,3,4-Trimethoxybenzaldehyde → 5-Methoxy-2-methyl-1-(2,3,4-trimethoxybenzylidene)-3-indenyl acetic acid

HRID 2186571

반응식

HRID 2186571 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][C:7]([CH3:12])=[C:6]2[CH2:13][C:14]([O:16]C)=[O:15].[CH3:18][O:19][C:20]1[C:27]([O:28][CH3:29])=[C:26]([O:30][CH3:31])[CH:25]=[CH:24][C:21]=1[CH:22]=O.C[O-].[Na+]>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[CH:22][C:21]1[CH:24]=[CH:25][C:26]([O:30][CH3:31])=[C:27]([O:28][CH3:29])[C:20]=1[O:19][CH3:18])[C:7]([CH3:12])=[C:6]2[CH2:13][C:14]([OH:16])=[O:15]

참가 물질

5

반응물 3

HCID 750062,3,4-TrimethoxybenzaldehydeHCID 10942334Sodium MethoxideHCID 53634864Methyl 5-methoxy-2-methyl-3-indenylacetate

생성물 1

HCID 544568645-Methoxy-2-methyl-1-(2,3,4-trimethoxybenzylidene)-3-indenyl acetic acid

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a solution of methyl 5-methoxy-2-methyl-3-indenylacetate 8.7 g (0.037 mol) and 2,3,4-trimethoxybenzaldehyde, 7.99 g (1.1 equivalent) is added 16+ ml (2.0+ equivalents) of 25% methanolic sodium methoxide. The mixture is stirred at reflux under nitrogen for 2 hours. An equal volume of water is added dropwise and refluxing continues for 30 min. The solution is cooled, diluted with water and extracted with ether (3×). Residual ether is blown off with nitrogen, and then the aqueous solution is acidified with 50% glacial acetic acid. The precipitated product is collected and washed thoroughly with water. The crude product is crystallized to give 5-methoxy-2-methyl-1-(2,3,4-trimethoxybenzylidene)-3-indenyl acetic acid.

후처리

  1. temperatureat reflux under nitrogen for 2 hours
  2. temperaturerefluxing
  3. temperatureThe solution is cooled
  4. extractionextracted with ether (3×)
  5. customThe precipitated product is collected
  6. washwashed thoroughly with water
  7. customThe crude product is crystallized

출처 및 근거

ORD 기록
ord-b24e0114b37e44f5b117bf8e8086e6bc
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403831B1

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