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

HRID 1475259ノート

反応式

HRID 1475259 の反応式
[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

参加物

4

反応物 2

HCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 95821534-(trifluoromethoxy)benzaldehyde oxime収率 93%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f6438604172d475fb5707ac7656662ab
出典データセット
uspto-grants-2015_04
特許番号
US09018380B2

反応ノート

読み込み中…