Sodium Hydroxide → {4-[4-(2-Nitro-4-trifluoromethanesulfonyl-phenoxy)-benzenesulfonyl]-phenoxy}-acetic acid

HRID 1358764노트

반응식

HRID 1358764 반응식
C([O:3][C:4](=[O:39])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]3[CH:28]=[CH:27][C:26]([S:29]([C:32]([F:35])([F:34])[F:33])(=[O:31])=[O:30])=[CH:25][C:24]=3[N+:36]([O-:38])=[O:37])=[CH:18][CH:17]=2)(=[O:15])=[O:14])=[CH:9][CH:8]=1)C.[OH-].[Na+]>C(O)(C)C.O1CCCC1>[N+:36]([C:24]1[CH:25]=[C:26]([S:29]([C:32]([F:35])([F:34])[F:33])(=[O:30])=[O:31])[CH:27]=[CH:28][C:23]=1[O:22][C:19]1[CH:18]=[CH:17][C:16]([S:13]([C:10]2[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]([OH:39])=[O:3])=[CH:12][CH:11]=2)(=[O:15])=[O:14])=[CH:21][CH:20]=1)([O-:38])=[O:37]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 9873218{4-[4-(2-Nitro-4-trifluoromethanesulfonyl-phenoxy)-benzenesulfonyl]-phenoxy}-acetic acid ethyl ester

생성물 1

HCID 9894046{4-[4-(2-Nitro-4-trifluoromethanesulfonyl-phenoxy)-benzenesulfonyl]-phenoxy}-acetic acid

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
35 °C

실험 절차

A mixture of {4-[4-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-benzenesulfonyl]-phenoxy}-acetic acid ethyl ester [Example 17, 61 mg, 0.1 mmol] in isopropanol (3.1 mL) and tetrahydrofuran (0.6 mL) was heated to reflux to dissolve all the solids. The mixture was cooled to 35° C. followed by addition of 1M NaOH solution (0.21 mL). It was then stirred at 35° C. for 2 hours. The reaction was concentrated, acidified with 1M HCl and extracted with ethyl acetate. The organic extracts were dried and concentrated to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 12.2 (br s, 1H, COOH), 10.57 (s, 1H), 8.36 (d, J=2.6 Hz, 1H), 7.79 (m, 1H), 7.78 (d, J=9.0 Hz, 2H), 7.72 (d, J=8.8 Hz, 2H), 7.06 (d, J=9.0 Hz, 2H), 7.01 (d, J=9.3 Hz, 1H), 6.89 (d, J=8.8 Hz, 2H), 4.77 (s, 2H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux
  3. dissolutionto dissolve all the solids
  4. concentrationThe reaction was concentrated
  5. extractionextracted with ethyl acetate
  6. customThe organic extracts were dried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-beb79ce583194ea291c03533548e6300
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596772B1

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