Potassium Carbonate → [5-(3,5-Difluoro-phenoxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester

HRID 250485노트

반응식

HRID 250485 반응식
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+]([O-])=O)[CH:12]=2)[C:7]1=[O:19])[CH3:2].[F:21][C:22]1[CH:23]=[C:24]([OH:29])[CH:25]=[C:26]([F:28])[CH:27]=1.C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>O>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:29][C:24]3[CH:23]=[C:22]([F:21])[CH:27]=[C:26]([F:28])[CH:25]=3)[CH:12]=2)[C:7]1=[O:19])[CH3:2]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 759283,5-DifluorophenolHCID 784823(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester

생성물 1

HCID 86595481[5-(3,5-Difluoro-phenoxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an 80 mL microwave reaction vessel was added (5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester (2 g), 3,5-difluorophenol (1.12 g), potassium carbonate (1.39 g), and dimethyl acetamide (27 mL). The resulting mixture was reacted in the microwave at 100° C. for 10 min. Water (280 mL) was added and the resulting precipitate was filtered, washed with water and dried. Further purification by silica gel chromatography generated 0.94 g of the title compound. 1H NMR (200 MHz, CDCl3) δ 7.86 (d, J=8.2 Hz, 1H), 7.41-7.31 (m, 2H), 6.67-6.57 (m, 3H), 4.41 (s, 2H), 4.22 (q, J=7.1 Hz, 2H), 1.29 (t, J=7.0 Hz, 3H).

후처리

  1. customThe resulting mixture was reacted in the microwave at 100° C. for 10 min
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water
  4. customdried
  5. customFurther purification by silica gel chromatography

출처 및 근거

ORD 기록
ord-ac7adb84eb90486bbfa19d3b1c71930c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863292B2

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