Dimethylformamide → HCID 59093769、化合物

HRID 2181605ノート

反応式

HRID 2181605 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 59093769HCID 59093769、化合物収率 75%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
-78 °C

実験手順

LDA (1.0 M solution in THE, 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.

後処理

  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

出典と根拠

ORDレコード
ord-1a390350463c4746b651013b645d044b
出典データセット
uspto-grants-2005_05
特許番号
US06894039B2

反応ノート

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