Chlorosuccinimide → Alpha-chlorobenzaldoxime

HRID 2219298

反応式

HRID 2219298 の反応式
[CH:1](=[N:8]/[OH:9])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10]N1C(=O)CCC1=O>CN(C=O)C>[OH:9]/[N:8]=[C:1](\[Cl:10])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 5324470Syn-benzaldehyde oxime

生成物 1

HCID 5706359Alpha-chlorobenzaldoxime収率 87%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (E)- and/or (Z)-benzaldehyde-oxime (5.27 g, 44 mmol) in DMF (44 mL) was added N-chlorosuccinimide (5.81 g, 44 mmol) portionwise over 1 h, keeping the temperature below 35° C. The reaction mixture was stirred at room temperature overnight. The mixture was then poured onto ice-water, and extracted with ethyl acetate. The combined organic layers were then washed with water and brine, dried over sodium sulphate and evaporated to afford the title compound (5.91 g, 87%) which was obtained as a light yellow solid. MS m/e (EI): 155.0 [M].

後処理

  1. customthe temperature below 35° C
  2. additionThe mixture was then poured onto ice-water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were then washed with water and brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-d7ffc38c69cb4108bb7f9423e7f8b582
出典データセット
uspto-grants-2008_08
特許番号
US07414061B2

関連ノート

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