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

HRID 131062노트

반응식

HRID 131062 반응식
[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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 12919120Tert-butyl 2-(1,3-dioxoisoindolin-2-yloxy)acetate2회

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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]−.

후처리

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

출처 및 근거

ORD 기록
ord-0c58c14649864b10b96976ff1d6cfd77
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384558B2

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