Toluene → ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate

HRID 1256914

반응식

HRID 1256914 반응식
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Br)C1C=CC=CC=1.[N-:16]=[N+:17]=[N-:18].[Na+].[C:20]([O:24][CH2:25][CH3:26])(=[O:23])[CH:21]=[CH2:22]>C(O)C.O>[CH2:7]([N:16]1[CH:22]=[C:21]([C:20]([O:24][CH2:25][CH3:26])=[O:23])[N:18]=[N:17]1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 1140TolueneHCID 7498Benzyl BromideHCID 8821Ethyl AcrylateHCID 33557Sodium Azide

생성물 1

HCID 849722ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

To a mixed solvent of toluene (100 mL)/ethanol (100 mL)/water (50 mL) were added benzyl bromide (10.7 g) and sodium azide (10.1 g), and the mixture was heated under reflux for 5 hr. A solution of ethyl acrylate (38.8 mL) in ethanol (200 mL) was added dropwise to the reaction mixture, and the mixture was heated under reflux for 12 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (5.66 g) as an oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hr
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 12 hr
  5. concentrationThe reaction mixture was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-45b169489a484500b043502cdba90eb7
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461209B2

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