Water → HCID 22915511、化合物

HRID 1377919ノート

反応式

HRID 1377919 の反応式
[C:1]([O:5][C:6](=[O:31])[CH2:7][CH2:8][CH:9](C(OCC)=O)[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[OH-:32].[Li+].O.C[CH:36]([OH:38])C>>[C:1]([O:5][C:6](=[O:31])[CH2:7][CH:8]([C:36]([OH:38])=[O:32])[CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=2)=[CH:16][CH:17]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 4

HCID 962WaterHCID 3776IsopropanolHCID 3939Lithium HydroxideHCID 54269919HCID 54269919、化合物

生成物 1

HCID 22915511HCID 22915511、化合物

実験手順

To a solution in 2-propanol (30 mL) of 4-carboethoxy-5-[4-(4-cyanophenyl)phenoxy]pentanoic acid tert-butyl ester (0.9 g), prepared in step 1, was added aqueous 1M lithium hydroxide (8.6 mmol) and water (5 mL) to form a clear solution, and the reaction mixture was stirred for 3 hours. The reaction mixture was quenched with saturated aqueous NH4Cl and extracted twice with ethyl ether and once with ethyl acetate. The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. Chromatography on silica gel (4% methanol-dichloromethane) provided 3-carboxy-5-[4-(4-cyanophenyl)phenoxy]pentanoic acid tert-butyl ester (0.62 g).

後処理

  1. customto form a clear solution
  2. customThe reaction mixture was quenched with saturated aqueous NH4Cl
  3. extractionextracted twice with ethyl ether and once with ethyl acetate
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4fb825ecaca14411928a4b5072c7579c
出典データセット
uspto-grants-1997_09
特許番号
US05665777

反応ノート

読み込み中…