Sodium Iodide → 1-(2-phenylethyl)-1H-1,2,3-triazole

HRID 352057

반응식

HRID 352057 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.[I-].[Na+].[OH-].[Na+].Cl[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)(CC)(C)C.C1(C)C=CC=CC=1>[C:13]1([CH2:12][CH2:11][N:1]2[CH:5]=[CH:4][N:3]=[N:2]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 2314961-Chloro-2-phenylethaneHCID 178418936HCID 178418936, 화합물

생성물 1

HCID 105833541-(2-phenylethyl)-1H-1,2,3-triazole수율 73.1%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 64052-Methyl-2-butanol용매2회

실험 절차

1,2,3-Triazole (1634 mg, 23.7 mmol), sodium iodide (2364 mg, 15.8 mmol), sodium hydroxide (946 mg, 23.7 mmol) were added to t-amyl alcohol (6.2 ml), and the mixture was refluxed under stirring for 1 hour. 1-Chloro-2-phenylethane (2217 mg, 15.8 mmol) was dissolved in t-amyl alcohol (6.2 ml) and added dropwise under reflux over 1 hour. The mixture was refluxed under stirring for 3.5 hours. The mixture was cooled to room temperature and toluene (50 ml) was added. The mixture was washed with water (50×2), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→1/3) to give 1-(2-phenylethyl)-1H-1,2,3-triazole as a colorless oil (2.0 g, yield 73%). 2-(2-Phenylethyl)-2H-1,2,3-triazole (315 mg) was obtained as a colorless oil (yield 12%). 1-(4-phenylethyl)-1H-1,2,3-triazole

후처리

  1. temperaturethe mixture was refluxed
  2. additionadded dropwise
  3. temperatureunder reflux over 1 hour
  4. temperatureThe mixture was refluxed
  5. stirringunder stirring for 3.5 hours
  6. washThe mixture was washed with water (50×2)
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→1/3)

출처 및 근거

ORD 기록
ord-796dd642b10b4ba088b37cf70495d5d9
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743924B2

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