Dimethylformamide → HCID 18793049、化合物

HRID 850647

反応式

HRID 850647 の反応式
[Li+].CC([N-]C(C)C)C.[Br:9][C:10]1[C:14]([CH2:15][CH2:16][CH2:17][CH3:18])=[CH:13][S:12][CH:11]=1.CN([CH:22]=[O:23])C>C1COCC1>[Br:9][C:10]1[C:14]([CH2:15][CH2:16][CH2:17][CH3:18])=[CH:13][S:12][C:11]=1[CH:22]=[O:23]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 2724682Lithium diisopropylamideHCID 125026793-Bromo-4-butylthiophene

生成物 1

HCID 18793049HCID 18793049、化合物収率 60%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a solution of freshly prepared LDA (11.40 mmol) in THF (7 mL) at -78° C. was added slowly 3-bromo-4-butylthiophene of Example l(a) (2.50 g, 11.40 mmol) in THF (10 mL). After stirring for 15 min, DMF (0.94 mL, 12.10 mmol) in THF (2 mL) was dropwise added. The resulting mixture was stirred for 1 h at -78° C. and then allowed to warm to room temperature. The reaction was quenched with water and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with H2O, brine and dried (MgSO4). After removing the solvent under reduced pressure, column chromatography (silica gel, EtOAc/Hexane, 20:80) of the residue afforded the title compound as an oil (1.87 g, 60%).

後処理

  1. stirringThe resulting mixture was stirred for 1 h at -78° C.
  2. customThe reaction was quenched with water
  3. extractionextracted with EtOAc (2×50 mL)
  4. washThe combined organic extracts were washed with H2O, brine
  5. dry with materialdried (MgSO4)
  6. customAfter removing the solvent under reduced pressure, column chromatography (silica gel, EtOAc/Hexane, 20:80) of the residue

出典と根拠

ORDレコード
ord-5603aa86c7d14cf6aea3b963e8eb3b67
出典データセット
uspto-grants-2000_01
特許番号
US06017952

関連ノート

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