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Lithium Hydroxide → 2-[5-(3-Isopropyl-phenoxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid

HRID 226514
ノート
印刷プレビュー

反応式

HRID 226514 の反応式
C[O:2][C:3](=[O:35])[CH:4]([C:9]1[CH:10]=[C:11]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)[CH:12]=[C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH3:24])[CH3:23])[CH:17]=2)[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].C1COCC1.[Li+].[OH-]>CO>[CH:22]([C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=1)[O:15][C:13]1[CH:14]=[C:9]([CH:4]([CH2:5][CH:6]([CH3:7])[CH3:8])[C:3]([OH:35])=[O:2])[CH:10]=[C:11]([C:25]2[CH:26]=[CH:27][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:29][CH:30]=2)[CH:12]=1)([CH3:23])[CH3:24]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 577550542-[5-(3-Isopropyl-phenoxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid methyl ester

生成物 1

HCID 252644892-[5-(3-Isopropyl-phenoxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid収率 67%

試薬・触媒・溶媒 1

HCID 887Methanol
溶媒

反応条件

温度
30 °C

実験手順

A mixture of 2-[5-(3-isopropyl-phenoxy)-4′-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid methyl ester (33 mg, 0.07 mmol), THF (0.6 mL), 10% aq. LiOH (0.2 mL) and MeOH (0.6 mL) was stirred at 30° C. for 3 h. The solution was concentrated and the residue was diluted with H2O (1 mL) and then acidified with conc HCl. The aqueous solution was extracted with DCM (3×1 mL) and the organic layers were filtered through PTFE filter. The solution was concentrated in vacuo to give a solid residue. The solid was purified using reverse phase preparative HPLC (MeCN, H2O) to afford the title compound (21.6 mg, 67%).

後処理

  1. concentrationThe solution was concentrated
  2. additionthe residue was diluted with H2O (1 mL)
  3. extractionThe aqueous solution was extracted with DCM (3×1 mL)
  4. filtrationthe organic layers were filtered through PTFE
  5. filtrationfilter
  6. concentrationThe solution was concentrated in vacuo
  7. customto give a solid residue
  8. customThe solid was purified

出典と根拠

ORDレコード
ord-210d2b5c6a9b46f0ace5995b0b7ec125
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07557244B2

反応ノート

読み込み中…

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