Acetone → HCID 57554489、化合物

HRID 551917

反応式

HRID 551917 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([OH:13])=[O:12].[CH3:14][C:15]([CH3:17])=O>C(O)(C(F)(F)F)=O.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>[CH3:14][C:15]1([CH3:17])[O:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=2[C:11](=[O:13])[O:12]1

参加物

5

反応物 2

HCID 180AcetoneHCID 124904-Hydroxyisophthalic acid

生成物 1

HCID 57554489HCID 57554489、化合物収率 77%

試薬・触媒・溶媒 2

HCID 6422Trifluoroacetic acid溶媒HCID 9845Trifluoroacetic anhydride溶媒

反応条件

温度
100 °C

実験手順

A suspension of 4-hydroxyisophtalic acid (Aldrich, 5.0 g, 27.5 mmol) in acetone (10 mL), TFA (30 mL) and TFAA (10 mL) was heated at 100° C. for 24 hrs. The reaction mixture was concentrated under reduced pressure. The residue was taken up with an aqueous solution of HCl (100 mL, 1N) and extracted with EtOAc (3×200 L); The combined organic layers were dried over MgSO4 and the solvents were removed under reduced: pressure. The crude compound was recrystallized in Et2O (50 mL) to give 4.67 g (77%) of the title compound as a beige powder. 1H NMR (DMSO-d6) δ: 8.37 (d J=1.9 Hz, 1H), 8.19 (dd, J=2.2 and 8.7 Hz, 1H), 7.23 (d, J=8.3 Hz, 1H), 1.72 (s, 6H). HPLC, Rt: 2.40 min (purity: 95.7%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionextracted with EtOAc (3×200 L)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customthe solvents were removed
  5. customThe crude compound was recrystallized in Et2O (50 mL)

出典と根拠

ORDレコード
ord-5239bc217de14bc19f5e1c209b28bbc8
出典データセット
uspto-grants-2011_05
特許番号
US07947851B2

関連ノート

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