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

HRID 1256914

反応式

HRID 1256914 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45b169489a484500b043502cdba90eb7
出典データセット
uspto-grants-2013_06
特許番号
US08461209B2

関連ノート

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