{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 751489ノート

反応式

HRID 751489 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2fb0db823da44c1b8d3b3218109c4e65
出典データセット
uspto-grants-2008_07
特許番号
US07405305B2

反応ノート

読み込み中…