Hydrazine hydrate (1:1) → 4-(Perfluoroethoxy)benzohydrazide

HRID 59871노트

반응식

HRID 59871 반응식
[F:1][C:2]([F:19])([O:7][C:8]1[CH:18]=[CH:17][C:11]([C:12](OCC)=[O:13])=[CH:10][CH:9]=1)[C:3]([F:6])([F:5])[F:4].O.[NH2:21][NH2:22]>CCO>[F:1][C:2]([F:19])([O:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([NH:21][NH2:22])=[O:13])=[CH:10][CH:9]=1)[C:3]([F:6])([F:5])[F:4]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 86675806Ethyl 4-(perfluoroethoxy)benzoate

생성물 1

HCID 866758074-(Perfluoroethoxy)benzohydrazide수율 73%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
85 °C

실험 절차

To a solution of ethyl 4-(perfluoroethoxy)benzoate (4.58 g, 16.1 mmol) in EtOH (16 mL) was added hydrazine monohydrate (1.96 mL, 40.3 mmol) and the reaction was heated at 85° C. for 36 hours. The reaction was cooled and poured into ice water (100 mL). A white gel-solid formed and was filtered through a Büchner funnel under vacuum. The solid was dried in a vacuum oven at 45° C. overnight to provide 4-(perfluoroethoxy)benzohydrazide as an off-white solid (3.177 g, 73%): mp 117-119.5° C.; 1H NMR (400 MHz, CDCl3) δ 7.83-7.76 (m, 2H), 7.36 (s, 1H), 7.31 (d, J=8.8 Hz, 2H), 4.13 (s, 2H); 19F NMR (376 MHz, CDCl3) δ −86.01, −87.83; ESIMS m/z 269 [(M−H]−).

후처리

  1. temperatureThe reaction was cooled
  2. customA white gel-solid formed
  3. filtrationwas filtered through a Büchner funnel under vacuum
  4. customThe solid was dried in a vacuum oven at 45° C. overnight

출처 및 근거

ORD 기록
ord-b5cdac5d174b47f5b9c7cea9da5e00d2
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440964B2

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