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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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Trifluoroacetic acid → Trifluoroacetic acid

HRID 41639
ノート
印刷プレビュー

反応式

HRID 41639 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:18]=[CH:17][O:16][C:15]=2[CH2:19]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:10][CH2:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[K+].[K+].[Cl:37][C:38]1[CH:39]=C(O)C=[CH:42][CH:43]=1.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]>CC#N>[Cl:37][C:38]1[CH:39]=[C:15]([CH:19]=[CH:42][CH:43]=1)[O:16][CH2:17][C:18]1[CH:47]=[CH:45][O:46][C:14]=1[CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]
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

7

反応物 4

HCID 6422Trifluoroacetic acidHCID 79333-ChlorophenolHCID 11430Potassium CarbonateHCID 584428324-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester

生成物 2

HCID 6422Trifluoroacetic acid収率 98%HCID 533908704-[3-(3-Chlorophenoxymethyl)furan-2-yl]piperidine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester (65 mg, 0.15 mmol was dissolved in MeCN (770 μL) and added to a mixture of potassium carbonate (32 mg, 230 mmol, 1.6 eq.) and 3-chlorophenol (28.8 mg, 224 μmol, 1.5 eq.). The resulting mixture was shaken at 50° C. overnight. The mixture was then cooled and the solids removed. The supernatant was combined with TFA (12 μL, 160 mmol, 1.0 eq.) and the resulting mixture was shaken overnight at room temperature. The solution was concentrated using an evaporator, then dissolved in 1:1 AcOH:H2O (5.0 mL) then an additional 2.0 ml AcOH, filtered, and purified by preparative HPLC to yield the title compound as a TFA salt (4.3 mg, 98% purity). MS m/z: [M+H]+ calcd for C16H18ClNO2, 292.10. found 292.0.

後処理

  1. temperatureThe mixture was then cooled
  2. customthe solids removed
  3. stirringthe resulting mixture was shaken overnight at room temperature
  4. concentrationThe solution was concentrated
  5. customan evaporator
  6. dissolutiondissolved in 1:1 AcOH
  7. filtrationH2O (5.0 mL) then an additional 2.0 ml AcOH, filtered
  8. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-7c7eb893515043ada633d52917cc2209
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08530663B2

反応ノート

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