Hydrochloric Acid → N-(1-(2-benzyloxy-5-nitrophenyl)-1-methylethyl)amine

HRID 1861969ノート

反応式

HRID 1861969 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[C:18]([CH3:23])(C)[C:19](O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)Cl.C1(P([N:41]=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.Cl>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[C:18]([NH2:41])([CH3:23])[CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 199401P,P-Diphenylphosphinic azideHCID 186221532-(2-Benzyloxy-5-nitrophenyl)-2-methylpropionic acid

生成物 1

HCID 18622160N-(1-(2-benzyloxy-5-nitrophenyl)-1-methylethyl)amine収率 75%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

To a mixture of the compound (1.6 g) obtained in Example 563, methylene chloride (20 ml) and triethylamine (0.92 ml), diphenylphosphorylazide (1.37 ml) was added. The reaction mixture was stirred at room temperature for 10 h and 2 N HCl and chloroform were added. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. To the resulting residue, water (16 ml) and 1,4-dioxane (32 ml) were added. The reaction mixture was heated under reflux for 2 h and 2 N HCl and chloroform were added. After adding 2 N aqueous sodium hydroxide solution and chloroform to the aqueous layer, the organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was recrystallized from a mixture of ethyl acetate and n-hexane to give 1.09 g of the titled compound (yield, 75%).

後処理

  1. additionwas added
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionTo the resulting residue, water (16 ml) and 1,4-dioxane (32 ml) were added
  6. temperatureThe reaction mixture was heated
  7. temperatureunder reflux for 2 h
  8. addition2 N HCl and chloroform were added
  9. additionAfter adding 2 N aqueous sodium hydroxide solution and chloroform to the aqueous layer
  10. washthe organic layer was washed with a saturated aqueous sodium chloride solution
  11. dry with materialdried with anhydrous sodium sulfate
  12. distillationthe solvent was distilled off under reduced pressure
  13. customThe resulting residue was recrystallized from a mixture of ethyl acetate and n-hexane

出典と根拠

ORDレコード
ord-c63efa60d7ce45b0b1d9d07ebe9896f5
出典データセット
uspto-grants-2003_03
特許番号
US06534546B1

反応ノート

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