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Methanol → 4-[1-(4-Fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid

HRID 889039
ノート
印刷プレビュー

反応式

HRID 889039 の反応式
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH:12]2[CH2:16][C:15](=[O:17])[N:14]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH2:13]2)=[CH:6][CH:5]=1.CO.O.O[Li].O>C1COCC1>[F:24][C:21]1[CH:20]=[CH:19][C:18]([N:14]2[C:15](=[O:17])[CH2:16][CH:12]([CH2:11][O:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:25])=[O:2])=[CH:5][CH:6]=3)[CH2:13]2)=[CH:23][CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 117249774-[1-(4-Fluorophenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid methyl ester

生成物 1

HCID 104717594-[1-(4-Fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid収率 96.8%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a stirred solution of 4-[1-(4-fluorophenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid methyl ester obtained in step 1 (0.14 g, 0.408 mmol) in THF:MeOH:H2O (6 mL, 2:1:3), LiOH.H2O was added at 20-25° C. The reaction mixture was stirred for 16 hours at that temperature. The solvents were removed under reduced pressure and the residue was diluted with water (10 ml). The aqueous layer was washed with DCM, acidified with 2% HCl. The acidified mixture was extracted with ethyl acetate, washed with brine, dried over Na2SO4. The organic layer was evaporated under reduced pressure to obtain 4-[1-(4-fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid (0.130 g, quantitative) as a white solid.

後処理

  1. customThe solvents were removed under reduced pressure
  2. additionthe residue was diluted with water (10 ml)
  3. washThe aqueous layer was washed with DCM
  4. extractionThe acidified mixture was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. customThe organic layer was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-91a2a5b82f5f4a838bd20c00f1b9b1f3
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08252797B2

反応ノート

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