Sodium Hydroxide → HCID 136078238, 화합물

HRID 2378063노트

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HRID 2378063 반응식
[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:18]([C:26]3([C:29]([O:31]C)=[O:30])[CH2:28][CH2:27]3)[O:17][N:16]=2)=[CH:11][CH:10]=1)(C(C)(C)C)(C)C.[OH-].[Na+]>O1CCCC1.O>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:18]([C:26]3([C:29]([OH:31])=[O:30])[CH2:28][CH2:27]3)[O:17][N:16]=2)=[CH:13][CH:14]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 68957642HCID 68957642, 화합물2회

생성물 1

HCID 136078238HCID 136078238, 화합물수율 78.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution consisting of 1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropanecarboxylic acid methyl ester (Example 1, Compound D, 10 g) in tetrahydrofuran (100 mL) is added a 50 wt % sodium hydroxide in water solution (10 mL). The mixture is heated to 60° C. for 18 hours. The reaction mixture is concentrated under reduced pressure and partitioned between diethyl ether and water. The aqueous layer is washed with diethyl ether and acidified to pH 5 with concentrated aqueous hydrochloric acid. The aqueous phase is extracted with ethyl acetate. The combined extracts are washed with water and brine solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford the title compound (5.64 g); MS (APCI+) m/z 322 (MH+.)

후처리

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. custompartitioned between diethyl ether and water
  3. washThe aqueous layer is washed with diethyl ether
  4. extractionThe aqueous phase is extracted with ethyl acetate
  5. washThe combined extracts are washed with water and brine solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-18f1a7ab0a3e4143b71a10c6a1c8d655
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470715B2

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