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

HRID 76977

反応式

HRID 76977 の反応式
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

参加物

4

反応物 2

HCID 78124-ChloroanilineHCID 97919Bromo(phenyl)acetic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-00558b5248274d73b824daf6b95ba208
出典データセット
uspto-grants-2014_09
特許番号
US08835682B2

関連ノート

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