Hydroxyamine hydrochloride → 5-Bromo-2-propoxybenzonitrile

HRID 1978683ノート

反応式

HRID 1978683 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH2:12][CH3:13])=[C:6]([CH:9]=1)[CH:7]=O.Cl.[NH2:15]O>C(O)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH2:12][CH3:13])=[C:6]([CH:9]=1)[C:7]#[N:15]

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 20640255-bromo-2-propoxybenzaldehyde

生成物 1

HCID 196177395-Bromo-2-propoxybenzonitrile収率 73.4%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

In formic acid (110 ml) was dissolved 5-bromo-2-propoxybenzaldehyde (21.8 g). To the mixture was added hydroxylamine hydrochloride (9.4 g), and the mixture was refluxed for 7 hours and cooled to room temperature. Under reduced pressure, the solvent was evaporated, and the residue was added to 1N potassium hydroxide. The mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=8/1) to give 5-bromo-2-propoxybenzonitrile (15.8 g).

後処理

  1. temperaturethe mixture was refluxed for 7 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. additionthe residue was added to 1N potassium hydroxide
  4. extractionThe mixture was extracted with ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialdried with magnesium sulfate
  7. customUnder reduced pressure, the solvent was evaporated
  8. customthe residue was purified with silica gel column chromatography (hexane/ethyl acetate=8/1)

出典と根拠

ORDレコード
ord-334119bf56ff4d7c844b4b5c0cb3fffc
出典データセット
uspto-grants-2001_05
特許番号
US06235771B1

反応ノート

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