3-(Bromomethyl)-5-(trifluoromethyl)benzonitrile → 3-(Aminomethyl)-5-(trifluoromethyl)benzonitrile

HRID 658085

反応式

HRID 658085 の反応式
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[C:6]#[N:7].[NH3:15].CO>>[NH2:15][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[C:6]#[N:7]

参加物

3

反応物 2

HCID 116013693-(Bromomethyl)-5-(trifluoromethyl)benzonitrileHCID 21705897Ammonia methanol

生成物 1

HCID 451158403-(Aminomethyl)-5-(trifluoromethyl)benzonitrile

反応条件

温度
55 °C

実験手順

3-Bromomethyl-5-trifluoromethyl-benzonitrile (which is prepared in Reference Example 12) (15.9 g) is dissolved in 7M-ammonia/methanol (550 ml), and the mixture is stirred at 50-60° C. for 30 minutes. The reaction solution is concentrated under reduced pressure. To the resulting residue are added a saturated aqueous sodium bicarbonate solution and chloroform, and the mixture is separated, and the organic layer is dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (chloroform:methanol=1:0→19:1→chloroform:methanol:ammonium hydroxide solution=19:1:0.1) to give 3-aminomethyl-5-trifluorometyl-benzonitrile (10.4 g). MS (m/z): 201 [M+H]+

後処理

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. additionTo the resulting residue are added a saturated aqueous sodium bicarbonate solution and chloroform
  3. customthe mixture is separated
  4. dry with materialthe organic layer is dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue is purified by silica gel column chromatography (chloroform:methanol=1:0→19:1→chloroform:methanol:ammonium hydroxide solution=19:1:0.1)

出典と根拠

ORDレコード
ord-59a4312b22d24405804e93c91807a522
出典データセット
uspto-grants-2011_12
特許番号
US08076364B2

関連ノート

読み込み中…