Lithium Hydroxide → 1-(5-Ethynyl-2-thienyl)-2,2,2-trifluoroethanone

HRID 1715350노트

반응식

HRID 1715350 반응식
[F:1][C:2]([F:17])([F:16])[C:3]([C:5]1[S:6][C:7]([C:10]#[C:11][Si](C)(C)C)=[CH:8][CH:9]=1)=[O:4].[Li+].[OH-]>C1COCC1.O>[C:10]([C:7]1[S:6][C:5]([C:3](=[O:4])[C:2]([F:1])([F:17])[F:16])=[CH:9][CH:8]=1)#[CH:11]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 685070782,2,2-Trifluoro-1-{5-[(trimethylsilyl)ethynyl]-2-thienyl}ethanone

생성물 1

HCID 576201031-(5-Ethynyl-2-thienyl)-2,2,2-trifluoroethanone

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of D1 (1.0 eq) in THF (0.1 M) at RT was added a solution of LiOH (2.0 eq) in H2O (0.1 M) and the reaction mixture was stirred for 1 hr, then quenched by adding 6M HCl solution until pH=2. The organic solvent was evaporated and the product was extracted by DCM. Organic layers were washed with brine and dried (Na2SO4). Evaporation of the solvent under reduced pressure gave the crude product which was purified by flash column chromatography using Pentane to yield the desired compound as a brown oil. 1H NMR (300 MHz, CDCl3, 300K) δ 7.85-7.80 (1H, m), 7.32 (1H, d, J=4.2 Hz), 3.66 (1H, s).

후처리

  1. customquenched
  2. additionby adding 6M HCl solution until pH=2
  3. customThe organic solvent was evaporated
  4. extractionthe product was extracted by DCM
  5. washOrganic layers were washed with brine
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the solvent under reduced pressure
  8. customgave the crude product which
  9. customwas purified by flash column chromatography

출처 및 근거

ORD 기록
ord-21d3111858bb4bc586bc5bdd9f69c1fe
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07799825B2

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