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

HRID 424778ノート

反応式

HRID 424778 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4a1092523785402cb704fdb4ce39eb38
出典データセット
uspto-grants-2012_01
特許番号
US08106077B2

反応ノート

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