Hydrochloric Acid → HCID 57972811、化合物

HRID 661459ノート

反応式

HRID 661459 の反応式
C([O:3][C:4](=[O:10])[CH2:5][C@H:6]([NH2:9])[CH2:7][CH3:8])C.Br[C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].Cl>[Cu](I)I.C(OCC)(=O)C.O.CN(C)C=O>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([NH:9][C@H:6]([CH2:7][CH3:8])[CH2:5][C:4]([OH:3])=[O:10])=[CH:13][CH:14]=1

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-HCID 11788640HCID 11788640、化合物

生成物 1

HCID 57972811HCID 57972811、化合物収率 40.3%

試薬・触媒・溶媒 4

HCID 83717Copper iodide触媒HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

(R)-3-Aminovaleric acid ethyl ester (0.5 g), 4-bromobenzotrifluoride (0.62 g), copper iodide (0.053 g), potassium carbonate (1.14 g) and water (0.5 ml) were added to dimethylformamide (5 ml) and the mixture was sealed under nitrogen atmosphere and stirred at 100° C. for 3 days. The mixture was cooled, water and ethyl acetate were added to the mixture, and the pH of the mixture was adjusted to about 3 or less with addition of 2N HCl. The organic layer was separated, dried over magnesium sulfate and concentrated at reduced pressure. The resulting residue was purified by column chromatography to give the titled compound (0.29 g, yield 40.3%). MS (APCI) m/z: 262 [M+H]+.

後処理

  1. customthe mixture was sealed under nitrogen atmosphere
  2. temperatureThe mixture was cooled
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated at reduced pressure
  6. customThe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-fa6ec3c00cb0478f81e8cf7948ef838a
出典データセット
uspto-grants-2011_12
特許番号
US08084611B2

反応ノート

読み込み中…