Isopropanol → Diallyl tetrabromoterephthalate

HRID 1248256

反応式

HRID 1248256 の反応式
[Br:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([Br:11])[C:5]([Br:12])=[C:4]([C:13]([OH:15])=[O:14])[C:3]=1[Br:16].[OH-].[K+].[CH2:19](Br)[CH:20]=[CH2:21].[CH:23](O)([CH3:25])[CH3:24]>C(N(CC)CC)C>[Br:1][C:2]1[C:7]([C:8]([O:10][CH2:19][CH:20]=[CH2:21])=[O:9])=[C:6]([Br:11])[C:5]([Br:12])=[C:4]([C:13]([O:15][CH2:25][CH:23]=[CH2:24])=[O:14])[C:3]=1[Br:16]

参加物

6

反応物 4

HCID 3776Isopropanol2 回HCID 7841Allyl bromideHCID 14797Potassium HydroxideHCID 224162Tetrabromoterephthalic Acid

生成物 1

HCID 20223631Diallyl tetrabromoterephthalate

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

To a liquid mixture consisting of 19.3 parts of tetrabromoterephthalic acid and 40 parts of isopropyl alcohol, were added with stirring 13 parts of a 50% aqueous solution of caustic potash. After continuously mixing the thus-obtained mixture for 30 minutes, 12.6 parts of allyl bromide and 1.0 part of triethylamine were added. The resulting mixture was heated until isopropanol started to reflux. The mixture was maintained at the temperature for 8 hours. After allowing the resulting reaction mixture to cool, the liquid reaction mixture was concentrated under reduced pressures, followed by an addition of 50 parts of chloroform to dissolve the residue. The resultant solution was poured in a separation funnel and then washed with an aqueous solution of sodium bicarbonate and thereafter with water. The organic layer was concentrated and the resultant white solid was recrystallized from ethyl acetate, thereby obtaining 12 parts of diallyl tetrabromoterephthalate (hereinafter called "Compound B") as white irregular crystals (m.p. 125°-127° C.).

後処理

  1. additionwere added
  2. additionAfter continuously mixing the thus-obtained mixture for 30 minutes
  3. temperatureto reflux
  4. temperatureThe mixture was maintained at the temperature for 8 hours
  5. customthe resulting reaction mixture
  6. temperatureto cool
  7. customthe liquid reaction mixture
  8. concentrationwas concentrated under reduced pressures
  9. additionfollowed by an addition of 50 parts of chloroform
  10. dissolutionto dissolve the residue
  11. additionThe resultant solution was poured in a separation funnel
  12. washwashed with an aqueous solution of sodium bicarbonate
  13. concentrationThe organic layer was concentrated
  14. customthe resultant white solid was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-1b2a38301350493cbc10ef3a0c03e3dd
出典データセット
uspto-grants-1985_06
特許番号
US04522993

関連ノート

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