Potassium Carbonate → (9H-Carbazol-4-yloxy)acetonitrile

HRID 1057651ノート

反応式

HRID 1057651 の反応式
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[C:4]([OH:14])=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][C:23]#[N:24]>C(#N)C>[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[C:4]([O:14][CH2:22][C:23]#[N:24])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 1042514-Hydroxycarbazole

生成物 1

HCID 18671668(9H-Carbazol-4-yloxy)acetonitrile収率 85%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a mixture of 9H-carbazol-4-ol (1.1 g, 6.0 mmol) in acetonitrile (100 mL) is added potassium carbonate (1.66 g, 12 mmol) and bromoacetonitrile (0.42 mL, 6.0 mmol). The mixture is stirred at room temperature for 20 h. The mixture is partitioned between water and CH2Cl2. The layers are separated and the organic layer dried over anhydrous sodium sulfate, filtered and concentrated. Column chromatography, silica gel (100 mL), using CH2Cl2 as eluent gave 1.13 g (85%) of the title compound; 1H NMR (DMSO-d6) δ5.4, 6.81, 7.18, 7.36, 7.46, 8.09; Anal. Calcd for C14H10N2O: C, 75.66; H, 4.53; N, 12.60. Found: C, 75.18; H, 4.56; N, 12.54.

後処理

  1. customThe mixture is partitioned between water and CH2Cl2
  2. customThe layers are separated
  3. dry with materialthe organic layer dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-87edf34fdb684b83892f85548bb67d73
出典データセット
uspto-grants-2003_02
特許番号
US06514968B1

反応ノート

読み込み中…