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

HRID 128542

반응식

HRID 128542 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 152793894-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine수율 95%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
110 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-70181d034620481fa81416fc7dfe9ecb
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464811

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