2-Propyn-1-ol, 3-(trimethylsilyl)- → [3-(2,6-Dichloro-phenyl)-3H-[1,2,3]triazol-4-yl]-methanol

HRID 424778노트

반응식

HRID 424778 반응식
[N:1]([C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:5]=1[Cl:11])=[N+:2]=[N-:3].C[Si](C)(C)[C:14]#[C:15][CH2:16][OH:17]>C1(C)C=CC=CC=1.C(Cl)Cl>[Cl:11][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:4]=1[N:1]1[C:15]([CH2:16][OH:17])=[CH:14][N:3]=[N:2]1

참가 물질

5

반응물 2

HCID 789302-Propyn-1-ol, 3-(trimethylsilyl)-HCID 116008082-Azido-1,3-dichloro-benzene

생성물 1

HCID 66704184[3-(2,6-Dichloro-phenyl)-3H-[1,2,3]triazol-4-yl]-methanol수율 44%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매

실험 절차

A solution of 2-azido-1,3-dichloro-benzene (4.00 g, 1 equiv) and 3-trimethylsilanyl-prop-2-yn-1-ol (6.29 mL, 2 equiv) in toluene (10 mL) is heated to 120° C. for 23 h. The reaction mixture is allowed to cool to room temperature and is diluted with 100 mL methylene chloride. The solution is adsorbed onto diatomaceous earth and is purified via flash chromatography eluting with hexanes/ethyl acetate (85:15 to 20:80) to give [3-(2,6-Dichloro-phenyl)-3H-[1,2,3]triazol-4-yl]-methanol (2.30 g, 44%) as an off-white solid.

후처리

  1. customis purified via flash chromatography
  2. washeluting with hexanes/ethyl acetate (85:15 to 20:80)

출처 및 근거

ORD 기록
ord-4a1092523785402cb704fdb4ce39eb38
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106077B2

반응 노트

불러오는 중…