1-Tetralone → N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

HRID 351573

反応式

HRID 351573 の反応式
[CH2:1]1[CH2:11][C:9](=O)[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2]1.Cl.[NH2:13][OH:14]>CO>[C:9]1(=[N:13][OH:14])[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2][CH2:1][CH2:11]1

参加物

4

反応物 2

HCID 107241-TetraloneHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 76876N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine収率 63.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
22 °C

実験手順

To a solution of α-tetralone (100.0 g, 0.68 mol) in 300 mL of methanol was added hydroxylamine hydrochloride (71.0 g, 1.03 mol) and the resulting solution was stirred at reflux for 2 hours. The mixture was allowed to cool to 20-24° C. and was concentrated under reduced pressure. The resulting mixture was diluted with 1 L of water and extracted with dichloromethane. The organic layer was washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was crystallized from isopropanol to provide 70.0 g (63%) of the desired compound as an off-white solid.

後処理

  1. temperatureat reflux for 2 hours
  2. concentrationwas concentrated under reduced pressure
  3. additionThe resulting mixture was diluted with 1 L of water
  4. extractionextracted with dichloromethane
  5. washThe organic layer was washed with saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was crystallized from isopropanol

出典と根拠

ORDレコード
ord-54e1e56f3d4d41a199e6f95cff67b043
出典データセット
uspto-grants-2004_06
特許番号
US06743785B2

関連ノート

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