HCID 67125768、化合物 → HCID 49834134、化合物

HRID 1614866ノート

反応式

HRID 1614866 の反応式
C([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]2[CH2:17][CH2:16][C:15](=[O:18])[CH2:14]2)=[CH:9][CH:8]=1)C>CCO.[OH-].[Na+]>[O:18]=[C:15]1[CH2:16][CH2:17][C@@H:13]([C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:19])=[O:3])=[CH:8][CH:9]=2)[CH2:14]1

参加物

4

反応物 1

HCID 67125768HCID 67125768、化合物

生成物 1

HCID 49834134HCID 49834134、化合物収率 89%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid ethyl ester (preparation 30) (6.0 mmol, 1.57 g) was taken up in EtOH (6 mL) and NaOH (2N, 6 mL), the reaction mixture stirred at r.t. for 2 h. Then the EtOH was evaporated and the reaction mixture diluted with water, then neutralized with HCl (2N) to pH 5 and extracted with DCM. Dried over Na2SO4 and concentrated in vacuo to yield the title compound (1.24 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.23-7.06 (m, 2H), 6.98-6.72 (m, 2H), 4.66 (s, 2H), 3.53-3.13 (m, 1H), 2.64 (dd, J=7.5, 18.2, 1H), 2.56-2.17 (m, 4H), 2.14-1.69 (m, 1H).

後処理

  1. customThen the EtOH was evaporated
  2. additionthe reaction mixture diluted with water
  3. extractionextracted with DCM
  4. dry with materialDried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2652b915713a485b932df9e5bffba0be
出典データセット
uspto-grants-2014_07
特許番号
US08765676B2

反応ノート

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