Hydrochloric Acid → HCID 16048403、化合物

HRID 1691535ノート

反応式

HRID 1691535 の反応式
[O:1]=[S:2]1(=[O:38])[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][O:23][C:24]4[CH:29]=[CH:28][C:27]([CH:30]5[CH2:32][CH:31]5[C:33]([O:35]C)=[O:34])=[CH:26][CH:25]=4)[CH:17]=3)=[C:11]([CH3:37])[CH:10]=2)[CH2:4][CH2:3]1.[OH-].[Na+].Cl>CO.O1CCCC1>[O:1]=[S:2]1(=[O:38])[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][O:23][C:24]4[CH:25]=[CH:26][C:27]([CH:30]5[CH2:32][CH:31]5[C:33]([OH:35])=[O:34])=[CH:28][CH:29]=4)[CH:17]=3)=[C:11]([CH3:37])[CH:10]=2)[CH2:4][CH2:3]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59364070HCID 59364070、化合物

生成物 1

HCID 16048403HCID 16048403、化合物収率 34%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a mixed solution of methyl 2-[4-({4′-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2′,6′- dimethylbiphenyl-3-yl}methoxy)phenyl]cyclopropanecarboxYlate (0.392 g, 0.733 mmol) in methanol (6 mL) and tetrahydrofuran (12 mL) was added 2 M aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at 50° C. for 2 hr. 1 M Hydrochloric acid (10 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50-90:10) and recrystallized from ethyl acetate-hexane to give the title compound (0.129 g, yield 34%) as colorless crystals.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50-90:10)
  6. customrecrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-f69b050fadc64d5db2ee22442f1832cb
出典データセット
uspto-grants-2012_04
特許番号
US08153694B2

反応ノート

読み込み中…