Dimethylformamide → HCID 86703355、化合物

HRID 2173682ノート

反応式

HRID 2173682 の反応式
[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

参加物

5

反応物 4

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

生成物 1

HCID 86703355HCID 86703355、化合物

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e12c3d6d79ca4e51add25ae9cdf40822
出典データセット
uspto-grants-2015_06
特許番号
US09056885B2

反応ノート

読み込み中…