Dimethylformamide → 2,2-Dimethyl-4(tol4-yl)-chrom-3-en-6-al

HRID 2616

반응식

HRID 2616 반응식
[CH3:1][C:2]1([CH3:20])[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7](Br)[CH:8]=2)[O:3]1.[Li]C(C)(C)C.CN([CH:29]=[O:30])C>C1COCC1.CCCCC.C(OCC)(=O)C>[CH3:1][C:2]1([CH3:20])[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:29]=[O:30])[CH:8]=2)[O:3]1

참가 물질

7

반응물 3

HCID 6228DimethylformamideHCID 158872872,2-Dimethyl-4(tol-4-yl)-6-bromo-chrom-3-ene2회HCID 178418306HCID 178418306, 화합물

생성물 1

HCID 158872882,2-Dimethyl-4(tol4-yl)-chrom-3-en-6-al

시약·촉매·용매 3

HCID 8003Pentane용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a cold (-78° C.) solution of 2,2-dimethyl-4(tol-4-yl)-6-bromo-chrom-3-ene (Compound P, 480 mg, 1.45 mmol) in THF (10 mL), was added t-BuLi in pentane (1.7M solution, 1.1 mL) and the mixture was stirred for 30 minutes. DMF (200 mg, 2.9 mmol) was added, the mixture was warmed to ambient temperature and stirred for 3 hours. The reaction was diluted with ethyl acetate (150 mL), washed with brine (10 mL), dried and the solvent was removed by evaporation. Purification by chromatography on silica gel column gave the title compound as a colorless oil.

후처리

  1. stirringstirred for 3 hours
  2. washwashed with brine (10 mL)
  3. customdried
  4. customthe solvent was removed by evaporation
  5. customPurification by chromatography on silica gel column

출처 및 근거

ORD 기록
ord-6d1ee6ee5f4248aba938c037e104dcfb
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728846

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