Dimethylformamide → HCID 86703355, 화합물

HRID 2173682노트

반응식

HRID 2173682 반응식
[CH3:1][O:2][C:3]1[CH:4]=C(N)[C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.C([O-])([O-])=O.[K+].[K+].IC.[CH3:22][N:23]([CH:25]=O)[CH3:24]>>[CH3:1][O:2][C:3]1[CH:4]=[C:25]([N:23]([CH3:22])[CH3:24])[C:10]2[C:11]([CH:12]=1)=[CH:6][CH:7]=[CH:8][CH:9]=2

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 158689483-Methoxynaphthalen-1-amine

생성물 1

HCID 86703355HCID 86703355, 화합물

실험 절차

To a solution of 3-methoxy-1-aminonaphthalene (U.S. Pat. No. 7,018,431 B2, 0.13 g) in DMF (5 mL), K2CO3 (0.31 g) and iodomethane (0.09 mL) were added. After stirring for 24 hours, the reaction was partitioned between water (30 mL) and EtOAc (30 mL), the layers separated, and the organic layer washed with brine, dried (Na2SO4) and concentrated. The crude reaction purified over silica gel (gradient of EtOAc in heptane) to provide the title compound (0.14 g) as a clear oil: 1H NMR (DMSO-d6) δ 7.99 (d, 1H); 7.74 (d, 1H), 7.40 (ddd, 1H), 7.30 (ddd, 1H), 6.95 (d, 1H), 6.67 (d, 1H), 3.83 (s, 3H), 2.78 (s, 6H); MS expected 202 (C13H16NO, M+1), found 202.

후처리

  1. customthe reaction was partitioned between water (30 mL) and EtOAc (30 mL)
  2. customthe layers separated
  3. washthe organic layer washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe crude reaction
  7. custompurified over silica gel (gradient of EtOAc in heptane)

출처 및 근거

ORD 기록
ord-e12c3d6d79ca4e51add25ae9cdf40822
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056885B2

반응 노트

불러오는 중…