Lithium Hydroxide → 4-[3-(Pyridin-4-yl)propyloxy]benzoic acid

HRID 265884

反応式

HRID 265884 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=2)=[CH:3][CH:2]=1.[Li+].[OH-].C1COCC1>C(Cl)Cl.CO.CC(O)=O>[N:1]1[CH:2]=[CH:3][C:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:19][CH:20]=2)=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 53832197Methyl 4-[3-(4-pyridinyl)propoxy]benzoate

生成物 1

HCID 190341454-[3-(Pyridin-4-yl)propyloxy]benzoic acid

試薬・触媒・溶媒 1

HCID 21877243DCM MeOH AcOH溶媒

実験手順

A solution of 19-4 (3.2 g, 11.9 mmol), 1N LiOH (25 mL), and THF (50 mL) was stirred overnight at ambient temperature. After 20 h, the solution was washed with EtOAc and then acidified with 10% KHSO4 to give a suspension of white solid. The aqueous portion was extracted with CHCl3 and then the aqueous portion containing the solid was filtered. After drying the solid at 50° C. for 3 h, 19-5 was obtained. Rf 0.47 (silica, 10/1/1 CH2Cl2 /CH3OH/AcOH).

後処理

  1. washthe solution was washed with EtOAc
  2. customto give
  3. additiona suspension of white solid
  4. extractionThe aqueous portion was extracted with CHCl3
  5. additionthe aqueous portion containing the solid
  6. filtrationwas filtered
  7. customAfter drying the solid at 50° C. for 3 h
  8. custom19-5 was obtained

出典と根拠

ORDレコード
ord-d4fc639ea6b44fd5b7b8b593e7e817de
出典データセット
uspto-grants-1997_07
特許番号
US05648368

関連ノート

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