Chlorosuccinimide → (Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chloride

HRID 1475260

反応式

HRID 1475260 の反応式
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:12]=[CH:11][C:7]([CH:8]=[N:9][OH:10])=[CH:6][CH:5]=1.[Cl:15]N1C(=O)CCC1=O>CN(C=O)C>[OH:10]/[N:9]=[C:8](\[Cl:15])/[C:7]1[CH:11]=[CH:12][C:4]([O:3][C:2]([F:13])([F:14])[F:1])=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 2777199p-Trifluoromethoxybenzaldehyde oxime

生成物 1

HCID 12096320(Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-(trifluoromethoxy)benzaldehyde oxime (9.5 g, 46 mmol) in DMF (80 ml) was added N-chlorosuccinimide (8.0 g, 60 mmol) and the resulting mixture was stirred at RT for 5 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 residue was used without further purification for the following step. 1H NMR (500 MHz, CDCl3) δ 7.78 (d, J=7.2 Hz, 2H), 7.13 (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 residue was used without further purification for the following step

出典と根拠

ORDレコード
ord-99c499aaafe343a1b83f74cf70c68bc8
出典データセット
uspto-grants-2015_04
特許番号
US09018380B2

関連ノート

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