Trifluoroacetic acid → 4-(4-Fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one

HRID 347307노트

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HRID 347307 반응식
C(OC([N:8]1[CH2:25][CH2:24][C:11]2([C:15](=[O:16])[NH:14][CH2:13][CH:12]2[C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.[OH-].[Na+]>C(Cl)Cl>[F:23][C:20]1[CH:21]=[CH:22][C:17]([CH:12]2[C:11]3([CH2:10][CH2:9][NH:8][CH2:25][CH2:24]3)[C:15](=[O:16])[NH:14][CH2:13]2)=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 115303634-(4-Fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester

생성물 1

HCID 116391194-(4-Fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

A solution of 4-(4-fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (46.0 g, 132 mmol) in DCM (260 mL) containing TFA (150 mL, 1.32 mol) was stirred vigorously at 0° C. for 15 min. The reaction mixture was then poured into NaOH (3 N, 200 mL) and the product extracted with DCM (3×100 mL). The combined organic extracts were then washed with water (100 mL) and brine (100 mL) and then dried over sodium sulfate. Filtration and evaporation afforded the title compound (22.14 g, 68%) as a white solid after trituration from ethyl acetate. MS: m/e=249.2 (M+H).

후처리

  1. extractionthe product extracted with DCM (3×100 mL)
  2. washThe combined organic extracts were then washed with water (100 mL) and brine (100 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationFiltration and evaporation

출처 및 근거

ORD 기록
ord-a4a8b216717c4c10af17803d57ee0104
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173133B2

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