Dimethylformamide → HCID 18793049, 화합물

HRID 1004658

반응식

HRID 1004658 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 18793049HCID 18793049, 화합물수율 66.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

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 1(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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d1b9dadf127840b8997c5ba8940b310b
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06051599

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