Potassium Carbonate → 2-Methyl-5-(2-methyl-4-nitrophenoxy)benzo[d]oxazole

HRID 240540ノート

反応式

HRID 240540 の反応式
[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:5]=2[N:6]=1.F[C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:14]=1[CH3:22].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:14]=3[CH3:22])=[CH:7][C:5]=2[N:6]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-HCID 108880735-Hydroxy-2-methylbenzoxazole

生成物 1

HCID 669369092-Methyl-5-(2-methyl-4-nitrophenoxy)benzo[d]oxazole収率 41%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

2-Methylbenzo[d]oxazol-5-ol (0.86 g, 5.77 mmol), 1-fluoro-2-methyl-4-nitrobenzene (0.98 g, 6.34 mmol) and K2CO3 (1.59 g, 11.53 mmol) were combined in DMF and heated to 50° C. for 16 hours. The reaction mixture was cooled to room temperature and poured into ice water. The mixture was extracted with ethyl acetate (3×). The combined organics were washed with brine, dried, and concentrated under reduced pressure. The residue was chromatographed (20% to 40% ethyl acetate in hexanes) to provide the product (0.671 g, 41%) as yellow solid.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionThe mixture was extracted with ethyl acetate (3×)
  3. washThe combined organics were washed with brine
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was chromatographed (20% to 40% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-c45fc1bafc4e4b1a99f66d357c88cc93
出典データセット
uspto-grants-2014_02
特許番号
US08648087B2

反応ノート

読み込み中…