Trifluoroacetic acid → 2-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxy]acetic acid

HRID 131062ノート

反応式

HRID 131062 の反応式
[C:1]1(=[O:20])[N:5]([O:6][CH2:7][C:8]([O:10]C(C)(C)C)=[O:9])[C:4](=[O:15])[C:3]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:2]12.FC(F)(F)C(O)=O>ClCCl>[C:4]1(=[O:15])[N:5]([O:6][CH2:7][C:8]([OH:10])=[O:9])[C:1](=[O:20])[C:2]2=[CH:19][CH:18]=[CH:17][CH:16]=[C:3]12

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 12919120Tert-butyl 2-(1,3-dioxoisoindolin-2-yloxy)acetate2 回

生成物 1

HCID 107989942-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxy]acetic acid収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

tert-Butyl phthalimidooxyacetate (compound 8) (0.5 g, 1.8 mmol) was dissolved in dichloromethane (5 mL), and trifluoroacetic acid (1.5 mL) was added, as illustrated in FIG. 6. The mixture was stirred at RT for one hour and evaporated to dryness. The residue was azeotroped with chloroform (3 times) to yield a white solid weighing 0.393 g (100% yield). The compound was characterized by NMR and MS as follows: 1) C-NMR (d-DMSO): 73.73, 124.13, 129.43, 135.65, 163.46, 168.87 ppm; and 2) H-NMR (d-DMSO): 4.76 (s, 2H); 7.86 (s, 4H) ppm; and 3) MS (ESI): 220.0 [M−H]−, 463.1 [2M-2H+Na]−.

後処理

  1. customevaporated to dryness
  2. customThe residue was azeotroped with chloroform (3 times)
  3. customto yield a white solid

出典と根拠

ORDレコード
ord-0c58c14649864b10b96976ff1d6cfd77
出典データセット
uspto-grants-2008_06
特許番号
US07384558B2

反応ノート

読み込み中…