Sodium Hydroxide → 2-((S)-6-((R)-7-Fluoro-4-(4-(3-hydroxy-3-methylbutyl)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237717ノート

反応式

HRID 237717 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([CH2:35][CH2:36][C:37]([OH:40])([CH3:39])[CH3:38])=[CH:30][C:29]=2[CH3:41])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([O:24]C)=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2>CO>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([CH2:35][CH2:36][C:37]([OH:40])([CH3:38])[CH3:39])=[CH:30][C:29]=2[CH3:41])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 86697201Methyl 2-((S)-6-((R)-7-fluoro-4-(4-(3-hydroxy-3-methylbutyl)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate

生成物 1

HCID 866973872-((S)-6-((R)-7-Fluoro-4-(4-(3-hydroxy-3-methylbutyl)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

1 M aqueous NaOH solution (310 μL) is added to a solution of methyl 2-((S)-6-((R)-7-fluoro-4-(4-(3-hydroxy-3-methylbutyl)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (110 mg) in methanol (4 mL). The mixture is stirred at room temperature for 12 hours and at 50° C. for 2 days. 1 M aqueous NaOH solution (100 μL) is added and the mixture is stirred at 50° C. for 1 hour. Methanol is evaporated in vacuo, the residue is diluted with water and neutralized with 1 M aqueous HCl. The resulting mixture is extracted with ethyl acetate, and the combined organic phases are washed with brine and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 80 mg; LC (method 8): tR=0.59 min; Mass spectrum (ESI+): m/z=519 [M+H]+.

後処理

  1. stirringthe mixture is stirred at 50° C. for 1 hour
  2. customMethanol is evaporated in vacuo
  3. additionthe residue is diluted with water and neutralized with 1 M aqueous HCl
  4. extractionThe resulting mixture is extracted with ethyl acetate
  5. washthe combined organic phases are washed with brine
  6. dry with materialdried (MgSO4)
  7. customThe solvent is evaporated

出典と根拠

ORDレコード
ord-efbe6109626048c3a398ab640781c4f8
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

反応ノート

読み込み中…