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

HRID 658085노트

반응식

HRID 658085 반응식
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]

참가 물질

3

반응물 2

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

생성물 1

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

반응 조건

온도
55 °C

실험 절차

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]+

후처리

  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)

출처 및 근거

ORD 기록
ord-59a4312b22d24405804e93c91807a522
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076364B2

반응 노트

불러오는 중…