Ammonium Chloride → methyl 4-(2H-tetrazol-5-ylmethoxy)benzoate

HRID 1361022ノート

反応式

HRID 1361022 の反応式
[C:1]([CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)#[N:2].[N-:15]=[N+:16]=[N-:17].[Na+].[Cl-].[NH4+]>CN(C=O)C>[N:2]1[NH:15][N:16]=[N:17][C:1]=1[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 594916Methyl 4-(cyanomethoxy)benzoate

生成物 1

HCID 2991808methyl 4-(2H-tetrazol-5-ylmethoxy)benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of methyl 4-cyanomethyloxybenzoate (53.5 g, 0.20 mol), sodium azide (16.9 g, 0.26 mol) and ammonium chloride (13.9 g, 0.26 mol) in DMF 1000 (mL) was refluxed overnight under N2. After cooling, the mixture was concentrated in vacuo. The residue was suspended in cold water and extracted with ethyl acetate. The combined organic phases were washed with brine, dried over Na2SO4 and concentrated in vacuo, to afford methyl 4-(2H-tetrazol-5-ylmethoxy)benzoate. This compound was used as such in the following step.

後処理

  1. temperaturewas refluxed overnight under N2
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. washThe combined organic phases were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-80713e3aee4d41a9b36d121e08a4b094
出典データセット
uspto-grants-2011_02
特許番号
US07879893B2

反応ノート

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