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

HRID 1358764ノート

反応式

HRID 1358764 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
35 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-beb79ce583194ea291c03533548e6300
出典データセット
uspto-grants-2003_07
特許番号
US06596772B1

反応ノート

読み込み中…