4-Chloroaniline → (4-Chloro-phenylamino)-phenyl-acetic acid

HRID 76977

반응식

HRID 76977 반응식
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=1>C(#N)C>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][CH:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:3]([OH:5])=[O:4])=[CH:15][CH:14]=1

참가 물질

4

반응물 2

HCID 78124-ChloroanilineHCID 97919Bromo(phenyl)acetic acid

생성물 1

HCID 305145(4-Chloro-phenylamino)-phenyl-acetic acid수율 47%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of α-bromophenylacetic acid (1.00 g, 4.65 mmol) in acetonitrile (20 mL), is added 4-chloro-phenylamine (1.18 g, 9.30 mmol) and the mixture reacted in a closed vessel under MW irradiation at 100° C. for 1 hour (UPLC-MS monitoring: complete conversion). Solvent is evaporated and residue is portioned between EtOAc and 1N HCl. The organic phase is dried over Na2SO4, filtered and evaporated to dryness to get intermediate I76 as a yellow solid (0.57 g; 47% yield).

후처리

  1. customthe mixture reacted in a closed vessel under MW irradiation at 100° C. for 1 hour (UPLC-MS monitoring: complete conversion)
  2. customSolvent is evaporated
  3. dry with materialThe organic phase is dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customto get intermediate I76 as a yellow solid (0.57 g; 47% yield)

출처 및 근거

ORD 기록
ord-00558b5248274d73b824daf6b95ba208
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835682B2

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