Sodium Hydroxide → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

HRID 128542

反応式

HRID 128542 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([O:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:6][C:5]=1[NH:17]C(=O)OC>C(O)C>[F:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([O:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:6][C:5]=1[NH2:17]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 15766845methyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate

生成物 1

HCID 152793894-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
110 °C

実験手順

Ethyl alcohol (30 ml) and a 2N aqueous solution of sodium hydroxide (50 ml) were added to methyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate obtained above, and the mixture was stirred For 4 hours while heating on an oil bath at 110° C. After completion of the reaction, the solvent was distilled off, and the residue was extracted with ethyl acetate (100 ml×3 times). The organic layer was washed with a saturated aqueous solution of sodium chloride, dried, and the solvent was distilled off under reduced pressure to obtain oily 2-fluoro-4-chloro-5-cyclopentyloxyaniline (4.38 g, 19.0 mmol, 95.0% yield). The spectral data and the like are as shown in Reference Example 1.

後処理

  1. customobtained above, and the mixture
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off
  4. extractionthe residue was extracted with ethyl acetate (100 ml×3 times)
  5. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  6. customdried
  7. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-70181d034620481fa81416fc7dfe9ecb
出典データセット
uspto-grants-1995_11
特許番号
US05464811

関連ノート

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