Pyridine → HCID 86672139、化合物

HRID 1842873ノート

反応式

HRID 1842873 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH3:13])[NH2:5].N1C=CC=CC=1.Cl[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:21](=[O:22])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH3:13]

参加物

5

反応物 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 234981173-Fluoro-4-(2-methoxyethoxy)aniline

生成物 1

HCID 86672139HCID 86672139、化合物収率 81.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirred solution of 3-fluoro-4-(2-methoxyethoxy)aniline (2.0 g, 10.8 mmol, 1.0 eq) in acetone (50 mL) was added pyridine (2.5 mL, 32.4 mol, 3.0 eq.) and phenyl chloroformate (1.36 mL, 10.8 mmol, 1.0 eq.) at 0° C. and stirred at RT for 1 h. The solvent was evaporated, the residue diluted with EtOAc (50 mL), washed with water (100 mL), brine (20 mL) and evaporated again. The resulting residue was purified by column chromatography using EtOAc/PE (1:4) as eluent to yield phenyl 3-fluoro-4-(2-methoxyethoxy)phenylcarbamate (2.7 g, 76.8%) as a white solid (TLC system: EtOAc/PE (3:7), Rf: 0.5).

後処理

  1. customThe solvent was evaporated
  2. additionthe residue diluted with EtOAc (50 mL)
  3. washwashed with water (100 mL), brine (20 mL)
  4. customevaporated again
  5. customThe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-73c24fb3d10441c3ad9d100ac3e2fe97
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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