Benzaldehyde → alpha-[(2-Furanyl)ethynyl]-benzenemethanol

HRID 1654776

반응식

HRID 1654776 반응식
C[Si](C)(C)N[Si](C)(C)C.[Li].[O:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[C:16]#[CH:17].[CH:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCCC1>[O:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[C:16]#[C:17][CH:18]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[OH:25]

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 140409Furan, 2-ethynyl-HCID 57426343Lithium bis(trimethylsilyl)amide

생성물 1

HCID 20076917alpha-[(2-Furanyl)ethynyl]-benzenemethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

Place lithium hexamethyldisilazane (3 mL of a 1M solution in tetrahydrofuran, 3 mmol) under argon atmosphere and cool to 0° C. Add 2-furanylacetylene (276 mg, 3 mmol) in tetrahydrofuran (20 mL) and stir at 0° C. until anion formation is complete. Add a solution of benzaldehyde (297 mg, 2.8 mmol) in tetrahydrofuran, remove the ice bath and stir at room temperature until the reaction is complete. Pour onto ethyl ether and water, separate the organic layer and dry (MgSO4). Filter and evaporate the solvent in vacuo. Purify by silica gel chromatography to yield the title compound.

후처리

  1. customremove the ice bath
  2. additionPour onto ethyl ether and water
  3. customseparate the organic layer
  4. dry with materialdry (MgSO4)
  5. filtrationFilter
  6. customevaporate the solvent in vacuo
  7. customPurify by silica gel chromatography

출처 및 근거

ORD 기록
ord-2e9f376ed6604e7fa0f13a36388ca523
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05409942

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