Hydrochloric Acid → HCID 58776026、化合物

HRID 1048815ノート

反応式

HRID 1048815 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[CH:5]1[C:17]2[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]=2[C:8]([C:18]([OH:20])=[O:19])=[CH:7][CH:6]=1.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH2:23][CH2:22]1.Cl>ClCCCl>[C:24]([CH2:23][CH2:22][C:21]([C:13]1[CH:14]=[C:15]2[C:10]([C:9]3[C:8]([C:18]([OH:20])=[O:19])=[CH:7][CH:6]=[CH:5][C:17]=3[CH2:16]2)=[CH:11][CH:12]=1)=[O:27])([OH:26])=[O:25]

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 7922Succinic anhydrideHCID 814029H-fluorene-4-carboxylic acidHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 58776026HCID 58776026、化合物

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
0 °C

実験手順

In a dry argon-purged round bottom flask anhydrous AlCl3 (26.9 g, 0.202 mol) was suspended in anhydrous 1,2-dichloroethane (60 mL). 4-Fluorenecarboxylic acid (10.0 g, 0.048 mol) was added to the suspension. The reaction flask was placed in a room temperature bath and succinic anhydride (5.72 g, 0.057 mol) was carefully added. The reaction was stirred for five hours and then cooled to 0° C. The reaction was very carefully quenched by the slow portion-wise addition of 3 M HCl (Caution! The reaction can react violently when HCl is added too rapidly.) The final well mixed suspension was acidic and not reactive to additional HCl solution. The organic solvent was removed at reduced pressure and the product was filtered and washed well with water. The crude product was dissolved in warm NaOH solution (approximately <1M NaOH), filtered and precipitated with the addition of concentrated HCl. The product was filtered washed with water and then dried at reduced pressure in the presence of P2O5. The product was a pale yellow solid (14.3 g, 97%). 1H-NMR (d6-DMSO): δ (ppm) 8.4 (d, 1H, Ar); 8.2 (s, 1H, Ar); 8.0 (d, 1H, Ar); 7.8 (m, 2H, Ar); 7.5 (t, 1H, Ar); 4.1 (s, 2H, CH2); 2.6 (t, 2H, CH2) 2.5 (under DMSO, CH2).

後処理

  1. customwas placed in a room temperature
  2. customThe reaction was very carefully quenched by the slow portion-wise addition of 3 M HCl (Caution
  3. customThe reaction
  4. additionis added too rapidly
  5. addition) The final well mixed suspension
  6. customThe organic solvent was removed at reduced pressure
  7. filtrationthe product was filtered
  8. washwashed well with water
  9. dissolutionThe crude product was dissolved in warm NaOH solution (approximately <1M NaOH),
  10. filtrationfiltered
  11. customprecipitated with the addition of concentrated HCl
  12. filtrationThe product was filtered
  13. washwashed with water
  14. dry with materialdried at reduced pressure in the presence of P2O5

出典と根拠

ORDレコード
ord-ffdc31c372ef46e4b0b827a8a4350855
出典データセット
uspto-grants-2016_07
特許番号
US09381254B2

反応ノート

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