Dimethylformamide → HCID 59093769, 화합물

HRID 1167604노트

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HRID 1167604 반응식
[Li+].CC([N-]C(C)C)C.[CH2:9]1[CH2:13][O:12][CH2:11][CH2:10]1.[Se:14]1C=CC=[C:15]1[C:19]1[Se:20][C:21]([C:24]2[Se:25][CH:26]=[CH:27][CH:28]=2)=[CH:22][CH:23]=1.CN([CH:32]=[O:33])C>C(OCC)(=O)C>[CH:32]([C:26]1[Se:25][C:24]([C:21]2[Se:20][C:19]([C:15]3[Se:14][C:10]([CH:11]=[O:12])=[CH:9][CH:13]=3)=[CH:23][CH:22]=2)=[CH:28][CH:27]=1)=[O:33]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 2724682Lithium diisopropylamideHCID 599441801~2~,2~2~:2~5~,3~2~-Terselenophene

생성물 1

HCID 59093769HCID 59093769, 화합물수율 75%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
-78 °C

실험 절차

LDA (1.0 M solution in THF, 1.0 mL) was added to an anhydrous THF solution (4 mL) containing 2,2′:5′,2″-terselenophene (100 mg) under N2 at −78° C. The solution was stirred at −78° C. for 3 h, anhydrous DMF (2 mL) was added, stirred at −78° C. for 1 h, and slowly warmed to room temperature. The reaction solution was diluted with ethyl acetate (100 mL) and washed with H2O (4×100 mL). The organic layer was separated, dried over MgSO4, filtered, and the solvent was removed under vacuum. The residue was chromatographed over silica gel using (5:1) CH2Cl2/ethyl acetate to afford 2,5″-diformyl-5,2′:5′,2″-terselenophene in 75% yield.

후처리

  1. stirringstirred at −78° C. for 1 h
  2. temperatureslowly warmed to room temperature
  3. washwashed with H2O (4×100 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent was removed under vacuum
  8. customThe residue was chromatographed over silica gel using (5:1) CH2Cl2/ethyl acetate

출처 및 근거

ORD 기록
ord-2698be21fc224bcd9b7527df3854e377
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620804B2

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