Hydrochloric Acid → Methyl 4-[1,3-dioxo-3-[4-(pentyloxy)phenyl]propyl]benzoate

HRID 1386592노트

반응식

HRID 1386592 반응식
[C:1]([O:13]C)(=O)[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.C[C:16]([CH3:19])([O-:18])[CH3:17].C[CH2:21][CH2:22][CH:23]([O:25][CH2:26][C:27]([C:29]1[CH:34]=[CH:33]C=CC=1)=O)[CH3:24].Cl.O1CCC[CH2:37]1>>[CH3:9][O:8][C:6]([C:5]1[CH:4]=[CH:3][C:2]([C:1](=[O:13])[CH2:17][C:16]([C:19]2[CH:21]=[CH:22][C:23]([O:25][CH2:26][CH2:27][CH2:29][CH2:34][CH3:33])=[CH:24][CH:37]=2)=[O:18])=[CH:11][CH:10]=1)=[O:7]

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2회HCID 8441Dimethyl terephthalateHCID 45749132-Methylpropan-2-olateHCID 539231554-Pentyloxyacetophenone

생성물 1

HCID 11405985Methyl 4-[1,3-dioxo-3-[4-(pentyloxy)phenyl]propyl]benzoate

실험 절차

To a suspension of dimethyl terephthalate (1.94 g) and potassiuim t-butoxide (2.24 g) in tetrahydrofuran (30 ml) was added 4-pentyloxyacetophenone (1.59 g) in tetrahydrofuran (10 ml) at 70° C. dropwise. The mixture was refluxed for 30 minutes and poured into 1N HCl (50 ml). The mixture was extracted with ethyl acetate (100 ml) and the organic layer was washed with H2O (100 ml), brine (100 ml) and evaporated under reduced pressure. The residue was triturated with acetonitrile (20 ml), collected by filtration and dried under reduced pressure to give 1-(4-Methoxycarbonylphenyl)-3-(4-pentyloxyphenyl)propane-1,3-dione (2.41 g) as yellow solid.

후처리

  1. temperatureThe mixture was refluxed for 30 minutes
  2. extractionThe mixture was extracted with ethyl acetate (100 ml)
  3. washthe organic layer was washed with H2O (100 ml), brine (100 ml)
  4. customevaporated under reduced pressure
  5. customThe residue was triturated with acetonitrile (20 ml)
  6. filtrationcollected by filtration
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-1df928ddd4914ed29f9064850d8554b6
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265536B1

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