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Potassium Hydroxide → 1-Benzyl-4-hydroxy-piperidine-4-carboxylic acid methyl-(4-trifluoromethoxy-phenyl)-amide

HRID 1949075
ノート
印刷プレビュー

反応式

HRID 1949075 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([O:29]C(=O)C)([C:14](=[O:28])[N:15]([CH3:27])[C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>OS([O-])(=O)=O.[K+]>[CH3:27][N:15]([C:16]1[CH:17]=[CH:18][C:19]([O:22][C:23]([F:26])([F:24])[F:25])=[CH:20][CH:21]=1)[C:14]([C:11]1([OH:29])[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][CH2:10]1)=[O:28]
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

4

反応物 2

HCID 14797Potassium HydroxideHCID 58129329Acetic acid 1-benzyl-4-[methyl-(4-trifluoromethoxy-phenyl)-carbamoyl]-piperidin-4-yl ester

生成物 1

HCID 581293421-Benzyl-4-hydroxy-piperidine-4-carboxylic acid methyl-(4-trifluoromethoxy-phenyl)-amide収率 59.1%

試薬・触媒・溶媒 1

HCID 516920Potassium bisulfate溶媒

反応条件

温度
70 °C

実験手順

A mixture of 0.782 g (1.7 mmol) acetic acid 1-benzyl-4-[methyl-(4-trifluoromethoxy-phenyl)-carbamoyl]-piperidin-4-yl ester and excess KOH 5M was heated to 70° C. The mixture was diluted with KHSO4 1N aq. and extracted with ethyl acetate. the combined organic fractions were dried with MgSO4 and evaporated. The residue was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and HCOOH. The product containing fractions were evaporated to yield 0.41 g (58%) of the title compound. MS (m/e): 409.1 [(M+H)+].

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialthe combined organic fractions were dried with MgSO4
  3. customevaporated
  4. customThe residue was purified by preparative HPLC on reversed phase
  5. washeluting with a gradient
  6. customformed from acetonitrile, water and HCOOH
  7. additionThe product containing fractions
  8. customwere evaporated

出典と根拠

ORDレコード
ord-f4b901d5562748b393dd6ee6125e385d
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08399676B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート