Hydroxylamine → 2-Di-n-propylamino-8-(4-ethylisoxazol-5-yl)-1,2,3,4-tetrahydronaphthalene

HRID 1647832ノート

反応式

HRID 1647832 の反応式
C[C:2]([CH3:5])([O-])C.[K+].C(O[CH2:10][CH3:11])=O.[CH2:12]([N:15]([CH2:31][CH2:32][CH3:33])[CH:16]1[CH2:25][CH2:24][C:23]2[C:18](=[C:19]([C:26](=O)CCC)C=CC=2)C1)[CH2:13][CH3:14].[NH2:34]O.[OH-].[NH4+].[O:38]1[CH2:42][CH2:41][CH2:40][CH2:39]1>O>[CH2:31]([N:15]([CH2:12][CH2:13][CH3:14])[CH:16]1[CH2:25][CH2:24][C:23]2[C:40](=[C:41]([C:42]3[O:38][N:34]=[CH:2][C:5]=3[CH2:10][CH3:11])[CH:26]=[CH:19][CH:18]=2)[CH2:39]1)[CH2:32][CH3:33]

参加物

8

反応物 6

HCID 787HydroxylamineHCID 8025Ethyl formateHCID 8028Tetrahydrofuran2 回HCID 14923Ammonium HydroxideHCID 152335322-(Di-n-propylamino)-8-butyryl-1,2,3,4-tetrahydronaphthaleneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 233735222-Di-n-propylamino-8-(4-ethylisoxazol-5-yl)-1,2,3,4-tetrahydronaphthalene

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

Potassium t-butoxide (0.82 g; 7.3 mmol) was suspended in 100 ml of tetrahydrofuran (THF). Ethyl formate (1.0 g; 13.3 mmool) and 2-(Di-n-propylamino)-8-butyryl-1,2,3,4-tetrahydronaphthalene (1.0 g; 3.3 mmol) in THF were added to the mixture. The resulting mixture was stirred at room temperature overnight. Hydroxylamine (1.2 g; 16.6 mmol) was added followed by sufficient water to dissolve the solid. The resulting mixture, having pH 6, was stirred at room temperature for 20 hours after which it was poured into water, and the pH was adjusted to 12 with ammonium hydroxide. The mixture was then extracted with methylene chloride. The extract was dried over sodium sulfate and evaporated. The residue was dissolved in 100 mg of toluene, and 100 mg of p-toluenesulfonic acid was added. The mixture then was refluxed for 1.5 hours after which it was poured into water and extracted with methylene chloride. The methylene chloride extract was dried over sodium sulfate and evaporated.

後処理

  1. dissolutionto dissolve the solid
  2. stirringwas stirred at room temperature for 20 hours after which it
  3. extractionThe mixture was then extracted with methylene chloride
  4. dry with materialThe extract was dried over sodium sulfate
  5. customevaporated
  6. dissolutionThe residue was dissolved in 100 mg of toluene
  7. addition100 mg of p-toluenesulfonic acid was added
  8. temperatureThe mixture then was refluxed for 1.5 hours after which it
  9. additionwas poured into water
  10. extractionextracted with methylene chloride
  11. extractionThe methylene chloride extract
  12. dry with materialwas dried over sodium sulfate
  13. customevaporated

出典と根拠

ORDレコード
ord-c0cb29ffc732425ba9c4c288becdc0a5
出典データセット
uspto-grants-1995_07
特許番号
US05434174

反応ノート

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