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Methyl iodide → Methyl-benzotriazole-5-carboxylic acid methyl ester

HRID 2261088
ノート
印刷プレビュー

反応式

HRID 2261088 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH2:6][C:7]2[C:8](=[CH:12][CH:13]=1)[N:9]=[N:10][N:11]=2)=[O:4].[H-].[Na+].CI.[CH3:18]COC(C)=O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:6]([CH3:18])[C:7]2[C:8](=[CH:12][CH:13]=1)[N:9]=[N:10][N:11]=2)=[O:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 53445280Benzotriazole-6-carboxylic acid methyl ester

生成物 1

HCID 68424898Methyl-benzotriazole-5-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

1 g of Benzotriazole-5-carboxylic acid methyl ester (5.64 mmol) was dissolved in 20 ml DMF at 0° C. To this solution was added 1 eq. of NaH (60%) at 0° C. The mixture was stirred for 30 min at 0° C., 801 mg (1 eq.) of Methyliodide were slowly added, and the resulting reaction mixture was stirred for 2 h at rt. EtOAc was added and the organic layer was washed extensively with brine and water, dried over MgSO4 and filtered to afford 1 g of crude Methyl-benzotriazole-5-carboxylic acid methyl ester as three different regioisomers. The separation was performed on silica gel using EtOAc/CH 3:7 as eluents.

後処理

  1. customthe resulting reaction mixture
  2. stirringwas stirred for 2 h at rt
  3. washthe organic layer was washed extensively with brine and water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-ad52f87806ef4dc2a4f7808e7473fbb7
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07846925B2

反応ノート

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