Water → 1-(5-carboxy-2-methyl-phenyl)-1H-1,2,3-triazole-4-carboxylic acid methyl ester

HRID 1374960ノート

反応式

HRID 1374960 の反応式
[N:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=[O:8])=[N+:2]=[N-:3].[C:14]([O:18][CH3:19])(=[O:17])[C:15]#[CH:16].O>CC(N(C)C)=O>[CH3:19][O:18][C:14]([C:15]1[N:3]=[N:2][N:1]([C:4]2[CH:5]=[C:6]([C:7]([OH:9])=[O:8])[CH:10]=[CH:11][C:12]=2[CH3:13])[CH:16]=1)=[O:17]

参加物

5

反応物 3

HCID 962WaterHCID 13536Methyl propiolateHCID 179730913-Azido-4-methylbenzoic acid2 回

生成物 1

HCID 587848831-(5-carboxy-2-methyl-phenyl)-1H-1,2,3-triazole-4-carboxylic acid methyl ester収率 62.3%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A mixture of 1.11 g (6.27 mmol) of 3-azido-4-methyl benzoic acid (Compound 2) and 1.12 mL (12.5 mmol) of methyl propiolate, was stirred in 4.2 mL of DMA at 110° C. in a sealed tube overnight. The resulting brown solution was poured into water, and the resulting precipitate was filtered, and then recrystallized from EtOH/water to provide 1.02 g (62.3%) of 1-(5-carboxy-2-methyl-phenyl)-1H-1,2,3-triazole-4-carboxylic acid methyl ester as tan crystals. ESI MS (m/z 262, 100, M+1)

後処理

  1. filtrationthe resulting precipitate was filtered
  2. customrecrystallized from EtOH/water

出典と根拠

ORDレコード
ord-74c06b25ea784ad6b0e45126a4bd253e
出典データセット
uspto-grants-2007_01
特許番号
US07166628B2

反応ノート

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