4-Fluorophenylhydrazine hydrochloride → HCID 59161212, 화합물

HRID 545500노트

반응식

HRID 545500 반응식
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.O=[C:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH2:14][CH2:13]1>Cl>[F:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:23])[CH:20]([CH3:21])[CH3:22])[CH2:14][C:13]2=1

참가 물질

4

반응물 2

HCID 699814-Fluorophenylhydrazine hydrochlorideHCID 215339942-Methyl-N-(4-oxocyclohexyl)propanamide

생성물 1

HCID 59161212HCID 59161212, 화합물수율 84.3%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

Combine p-fluorophenylhydrazine hydrochloride (5.00 g, 30.7 mmol) and N-(4-oxo-cyclohexyl)isobutyramide (5.64 g, 30.7 mmol) in ethanolic HCl (125 mL) and heat at reflux under nitrogen for 18 h. Concentrate the reaction in vacuo to remove most of the EtOH, dilute with water and extract with EtOAc. Wash the EtOAc extracts with water and brine, dry over Na2SO4, and evaporate to give 7.1 g (56%) of a beige solid. MS (ES): m/z 275 (M+1); 1H NMR(DMSO-d6): δ 10.79 (s, 1H, NH), 7.81 (d, 1H, J=7.5 Hz), 7.19 (dd, 1H, J=8.6, 4.6 Hz), 7.07 (d, 1H, J=10.1 Hz), 6.79 (dt, 1H, J=8.9, 1.8 Hz), 4.00 (m, 1H), 2.85 (dd, 1H, J=15.0, 5.3 Hz), 2.76 (m, 2H), 2.39 (m, 2H), 1.93 (m, 1H), 1.75 (m, 1H), 0.99 (d, 6H, J=6.6 Hz).

후처리

  1. temperatureat reflux under nitrogen for 18 h
  2. concentrationConcentrate
  3. customthe reaction in vacuo
  4. customto remove most of the EtOH
  5. additiondilute with water
  6. extractionextract with EtOAc
  7. washWash the EtOAc
  8. dry with materialdry over Na2SO4
  9. customevaporate

출처 및 근거

ORD 기록
ord-b0ff8d24e73042a5ba5bd6ac7d073c25
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935722B2

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