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Water → 2-(2,2,2-Trifluoroethoxy)-5-chlorobenzylamine

HRID 1935443
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HRID 1935443 반응식
[F:1][C:2]([F:17])([F:16])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:6]=1[CH2:7][N:8]=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C1COCC1>[F:17][C:2]([F:1])([F:16])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:6]=1[CH2:7][NH2:8]
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참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 22464525HCID 22464525, 화합물

생성물 1

HCID 224645072-(2,2,2-Trifluoroethoxy)-5-chlorobenzylamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(2,2,2-trifluoroethoxy)-5-chlorobenzyl azide (1.76 g, 6.63 mmol) in THF (20 mL) was added triphenylphosphine (2 g, 7.63 mmol). After stirring at room temperature for 2 h, water (0.5 mL) was added and the reaction mixture then heated at 65° C. for 2 h. After cooling back to room temperature the solvents were removed under reduced pressure. Following azeotroping with benzene, the residue was dissolved in ether and treated with an excess of cold 1M HCl in ether. The hydrochloride salt of the title compound was filtered off and washed well with ether and dichloromethane. Drying gave a white powder: 1H NMR (CD3OD) δ7.46 (m, 2H), 7.18 (d, J=8.4 Hz, 1H), 4.70 (q, J=8.4 Hz, 2H), 4.14 (s, 2H).

후처리

  1. temperaturethe reaction mixture then heated at 65° C. for 2 h
  2. temperatureAfter cooling back to room temperature the solvents
  3. customwere removed under reduced pressure
  4. customFollowing azeotroping with benzene
  5. dissolutionthe residue was dissolved in ether
  6. additiontreated with an excess of cold 1M HCl in ether
  7. filtrationThe hydrochloride salt of the title compound was filtered off
  8. washwashed well with ether and dichloromethane
  9. customDrying
  10. customgave a white powder

출처 및 근거

ORD 기록
ord-7ac93e1859a4457295acba98dc753a1e
출처 데이터셋
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06387911B1

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