Tetrahydrofuran → 1-hydroxy-6-methoxy-1,3-diphenyl-1H-indene-2-carboxylic acid ethyl ester

HRID 19523

反応式

HRID 19523 の反応式
[CH2:1]([O:3][C:4](=[O:23])[CH:5]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17](OC)[CH:16]=1)[C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[C:24]1([Mg]Cl)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1C[O:35][CH2:34]C1>>[CH2:1]([O:3][C:4]([C:5]1[C:6]([OH:13])([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:24]2[C:29]([C:14]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[CH:28][CH:27]=[C:26]([O:35][CH3:34])[CH:25]=2)=[O:23])[CH3:2]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 118449532-(3-Methoxy-benzyl)-3-oxo-3-phenyl-propionic acid ethyl esterHCID 178478979HCID 178478979、化合物

生成物 1

HCID 115961681-hydroxy-6-methoxy-1,3-diphenyl-1H-indene-2-carboxylic acid ethyl ester収率 76%

反応条件

温度
0 °C

実験手順

The compound (300 mg, 0.97 mmol) obtained in Step 1 was dissolved in THF and 1.5 equivalents of phenylmagnesium chloride were added thereto, followed by stirring for 1 hr at 0° C. Then, the resulting mixture washed with saturated saline, and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4, and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 285 mg of the titled compound (yield: 76%).

後処理

  1. washThen, the resulting mixture washed with saturated saline
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated under a reduced pressure
  6. customThe resulting residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-6752d39a677c4ee1b9821a25bdb58aaf
出典データセット
uspto-grants-2010_06
特許番号
US07745439B2

関連ノート

読み込み中…