p-(Trifluoromethoxy)benzaldehyde → 4-(trifluoromethoxy)benzaldehyde oxime

HRID 1475259노트

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HRID 1475259 반응식
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.Cl.[NH2:15][OH:16]>CO>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7](/[CH:8]=[N:15]/[OH:16])=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 95821534-(trifluoromethoxy)benzaldehyde oxime수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
65 °C

실험 절차

A mixture of 4-(trifluoromethoxy)benzaldehyde (9.5 g, 50 mmol) and hydroxylamine hydrochloride (5.3 g, 75 mmol) in methanol (80 mL) was heated at 65° C. for 2 h. The volatiles were removed under reduced pressure and the residue was dissolved in EtOAc, and washed with H2O, brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The solid thus obtained was then recrystallized from EtOAc and petroleum ether to afford the title compound (9.5 g, 93%) as an off-white solid. 1H NMR (500 MHz, CDCl3) δ 8.08 (s, 1H), 7.52 (d, J=7.2 Hz, 2H), 7.15 (d, J=6.8 Hz, 2H).

후처리

  1. customThe volatiles were removed under reduced pressure
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with H2O, brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe solid thus obtained
  8. customwas then recrystallized from EtOAc and petroleum ether

출처 및 근거

ORD 기록
ord-f6438604172d475fb5707ac7656662ab
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018380B2

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