{4-[2-(Tetrahydropyran-2-yloxy)ethoxy]benzofur-7-yl}acetic acid ethyl ester → {4-[2-(Tetrahydropyran-2-yloxy)ethoxy]benzofur-7-yl}acetic acid

HRID 751489노트

반응식

HRID 751489 반응식
C([O:3][C:4](=[O:25])[CH2:5][C:6]1[C:14]2[O:13][CH:12]=[CH:11][C:10]=2[C:9]([O:15][CH2:16][CH2:17][O:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[CH:8][CH:7]=1)C>CN(C)C=O.C(OCC)(=O)C>[O:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH:19]1[O:18][CH2:17][CH2:16][O:15][C:9]1[C:10]2[CH:11]=[CH:12][O:13][C:14]=2[C:6]([CH2:5][C:4]([OH:25])=[O:3])=[CH:7][CH:8]=1

참가 물질

4

반응물 1

HCID 69268314{4-[2-(Tetrahydropyran-2-yloxy)ethoxy]benzofur-7-yl}acetic acid ethyl ester

생성물 1

HCID 69270245{4-[2-(Tetrahydropyran-2-yloxy)ethoxy]benzofur-7-yl}acetic acid수율 73.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Add to a cooled solution (0° C.) of {4-[2-(tetrahydropyran-2-yloxy)ethoxy]-benzofur-7-yl}acetic acid ethyl ester (1.363 g, 3.912 mmol) in dimethylformamide (20 ml) 2M aqueous sodium hydroxide (10 ml), and stir the mixture for 1½ hours at room temperature. Dilute the mixture with ethyl acetate and extract with water. Dilute with methylene chloride (50 ml) and neutralize using 0.1M aqueous hydrochloric acid (100 ml). Separate the layers are separated and extract the water layer with methylene chloride. Combine the methylene chloride layers, dry over sodium sulfate, filter, and concentrate to obtain 0.920 g (68%) of the title compound as an oil. Mass spectrum: electrospray (m/z) 319 (M−1).

후처리

  1. extractionextract with water
  2. additionDilute with methylene chloride (50 ml)
  3. customSeparate the layers
  4. customare separated
  5. extractionextract the water layer with methylene chloride
  6. dry with materialdry over sodium sulfate
  7. filtrationfilter
  8. concentrationconcentrate

출처 및 근거

ORD 기록
ord-2fb0db823da44c1b8d3b3218109c4e65
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405305B2

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