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

HRID 58558

반응식

HRID 58558 반응식
[CH2:1]([N:8]=[N+:9]=[N-:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C=CC(C2C=CC(NC3C=CC=CC=3)=CC=2)=CC=1.[O:30]=[C:31]1[O:37][C@H:36]([C@H:38](CO)O)[C:34]([O-])=[C:32]1O.[Na+]>C(O)(C)(C)C.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH2:1]([N:8]1[CH:34]=[C:32]([C:31]([O:37][CH2:36][CH3:38])=[O:30])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 3

HCID 12152Benzyl azideHCID 13087229N-phenyl-(1,1'-biphenyl)-4-amineHCID 23667548Sodium Ascorbate

생성물 1

HCID 849722ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate수율 24%

시약·촉매·용매 3

HCID 24463Copper sulfate pentahydrate촉매HCID 962Water용매2회HCID 6386tert-Butanol용매

실험 절차

A solution of benzyl azide (0.200 mL; 1.61 mmol), ethyl propriolate (0.163 mL; 1.61 mmol), copper sulfate pentahydrate (0.016 mL, 1M solution in water), sodium ascorbate (0.161 mL; solution 1M in water) in a mixture of tert-butanol (3 mL) and water (3 mL) was stirred at room temperature overnight. The reaction mixture was diluted in water and the product crystallized out to furnish 0.090 g (24%) of ethyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate as white crystals.

후처리

  1. customthe product crystallized out

출처 및 근거

ORD 기록
ord-3763840832c24d868a74ed89c2111f29
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434722B2

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