benzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate → 4-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine

HRID 128555

반응식

HRID 128555 반응식
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[NH:15]C(=O)OCC1C=CC=CC=1.[H][H]>[Pd].C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[NH2:15]

참가 물질

5

반응물 2

HCID 19374482benzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamateHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 152793894-Chloro-5-(cyclopentyloxy)-2-fluorobenzenamine수율 99.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 1140Toluene용매

실험 절차

Benzyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate (2.00 g, 5.51 mmol) synthesized as described above, 5% Pd/C (100 mg) as a catalyst, and toluene (15 ml) as a solvent were charged into a 50 cc round-bottom flask, and the inside of the flask was replaced sufficiently with a hydrogen gas. Then, in a hydrogen gas atmosphere, the mixture was thoroughly stirred for 8 hours at 50° C. After completion of the reaction, the catalyst was separated by filtration, the resulting filtrate was dried with anhydrous magnesium sulfate. After separating the drying agent by filtration, the solvent was distilled off under reduced pressure from the filtrate to obtain quantitatively 2-fluoro-4-chloro-5cyclopentyloxyaniline (1.26 g) as a pale brown oily substance. The spectral data and the like are shown in Reference Example 1.

후처리

  1. customAfter completion of the reaction
  2. customthe catalyst was separated by filtration
  3. dry with materialthe resulting filtrate was dried with anhydrous magnesium sulfate
  4. customAfter separating the drying agent
  5. filtrationby filtration
  6. distillationthe solvent was distilled off under reduced pressure from the filtrate

출처 및 근거

ORD 기록
ord-15fe274cba2f4116b90fd10b4beba6a7
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464811

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