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Tetrabutylammonium Fluoride → N-(5-ethynyl-2-fluorophenyl)-2,2,2-trifluoroacetamide

HRID 1159985
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HRID 1159985 반응식
[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][C:6]1[CH:11]=[C:10]([C:12]#[C:13][Si](C)(C)C)[CH:9]=[CH:8][C:7]=1[F:18])=[O:4].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[C:12]([C:10]1[CH:9]=[CH:8][C:7]([F:18])=[C:6]([NH:5][C:3](=[O:4])[C:2]([F:1])([F:19])[F:20])[CH:11]=1)#[CH:13]
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참가 물질

4

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HCID 2724141Tetrabutylammonium FluorideHCID 595113832,2,2-Trifluoro-N-{2-fluoro-5-[(trimethylsilyl)ethynyl]phenyl}acetamide

생성물 1

HCID 59511405N-(5-ethynyl-2-fluorophenyl)-2,2,2-trifluoroacetamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

A solution of 2,2,2-trifluoro-N-{2-fluoro-5-[(trimethylsilyl)ethynyl]phenyl}acetamide (5.3 g, 17 mmol) in THF (400 mL) was cooled to 0° C., and a 1.0 M solution of TBAF in THF (17 mL, 17 mmol) was added dropwise. The resulting mixture was stirred for 10 min. at 0° C. The reaction was quenched with H2O (150 mL), concentrated under reduced pressure, and extracted with DCM. The combined organic layers were concentrated under reduced pressure, and the crude solid was used in the next reaction without further purification. ES-LC/MS m/z=230 [M−H]−.

후처리

  1. customThe reaction was quenched with H2O (150 mL)
  2. concentrationconcentrated under reduced pressure
  3. extractionextracted with DCM
  4. concentrationThe combined organic layers were concentrated under reduced pressure
  5. customthe crude solid was used in the next reaction without further purification

출처 및 근거

ORD 기록
ord-bc466bcd1f6e4e45be74502f78d10c2f
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07812022B2

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