Water → 2-(3-Formyl-4-methoxybenzyl)-3-methyl-4-hydroxy-5-propyl-benzofuran

HRID 1534207노트

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HRID 1534207 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][O:6][C:7]1[CH:27]=[CH:26][C:10]([CH2:11][C:12]2[O:13][C:14]3[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH3:24])=[C:18]([OH:25])[C:15]=3[C:16]=2[CH3:17])=[CH:9][CH:8]=1.Cl[CH:29]([O:31]C)Cl.O>ClCCl>[CH:29]([C:27]1[CH:26]=[C:10]([CH:9]=[CH:8][C:7]=1[O:6][CH3:5])[CH2:11][C:12]1[O:13][C:14]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH3:24])=[C:18]([OH:25])[C:15]=2[C:16]=1[CH3:17])=[O:31]

참가 물질

6

반응물 4

HCID 962WaterHCID 21004Methane, dichloromethoxy-HCID 6451240Aluminum(III) ChlorideHCID 145708892-(p-Methoxybenzyl)-3-methyl-4-hydroxy-5-propylbenzofuran

생성물 1

HCID 150296522-(3-Formyl-4-methoxybenzyl)-3-methyl-4-hydroxy-5-propyl-benzofuran수율 37%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a suspension of aluminium chloride (214 mg; 1.6 mmole) in dichloromethane (5 mL) cooled at 0° C. was added 2-(p-methoxy-benzyl)-3-methyl-4-hydroxy-5-propyl-benzofuran (100 mg; 0.32 mmoles). A red solution resulted. To this solution was added dropwise dichloromethylmethylether (87 Σl; 0.96 mmole). There was a vigorous reaction and a color change from red to green was observed. Ice and water was then added and the mixture was extracted with ethylacetate. The organic phase was dried (Na2SO4), and concentrated in vacuo and the residue was chromatographed on silica gel. Elution with 10% ethylacetate in hexane yielded 40 mg (37%) of 2-(3-formyl-4-methoxybenzyl)-3-methyl-4-hydroxy-5-propyl-benzofuran.

후처리

  1. customA red solution resulted
  2. customa vigorous reaction
  3. extractionthe mixture was extracted with ethylacetate
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customthe residue was chromatographed on silica gel
  7. washElution with 10% ethylacetate in hexane

출처 및 근거

ORD 기록
ord-85150d2568524fd983ebed0a4d8badfb
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05087638

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