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

HRID 1386592ノート

反応式

HRID 1386592 の反応式
[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]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2 回HCID 8441Dimethyl terephthalateHCID 45749132-Methylpropan-2-olateHCID 539231554-Pentyloxyacetophenone

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1df928ddd4914ed29f9064850d8554b6
出典データセット
uspto-grants-2001_07
特許番号
US06265536B1

反応ノート

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