Triethylamine hydrochloride → HCID 178466837、化合物

HRID 1096942ノート

反応式

HRID 1096942 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:13][CH2:14][CH3:15])[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])#[N:2].[N-:16]=[N+:17]=[N-:18].[Na+].Cl.C(N(CC)CC)C.[OH-].[Na+]>CN(C=O)C>[CH2:14]([O:13][C:11]1[CH:10]=[C:5]([CH:4]=[C:3]([C:1]2[NH:18][N:17]=[N:16][N:2]=2)[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:15]

参加物

6

反応物 4

HCID 11130Triethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 33557Sodium AzideHCID 21942546Methyl 3-cyano-5-ethoxybenzoate

生成物 1

HCID 178466837HCID 178466837、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of methyl 3-cyano-5-ethoxybenzoate (182 mg, 0.89 mmol), sodium azide (173 mg, 2.66 mmol), triethylamine hydrochloride (366 mg, 2.66 mmol) and DMF (4.4 mL) was stirred in a nitrogen atmosphere at 100° C. for 12 hours. After left cooled, aqueous 5 N sodium hydroxide solution (0.53 mL, 2.66 mmol) was added to the reaction mixture, and washed with chloroform. The aqueous layer was made to have a pH of 2 with 5 N hydrochloric acid, and extracted with chloroform. The organic layer was dried with sodium sulfate, concentrated under reduced pressure, and the residue was purified through silica gel column chromatography to obtain the title compound as a colorless solid.

後処理

  1. waitAfter left
  2. temperaturecooled
  3. washwashed with chloroform
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried with sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customthe residue was purified through silica gel column chromatography

出典と根拠

ORDレコード
ord-77615c0e4b284087aed63b72f96d5ab2
出典データセット
uspto-grants-2012_03
特許番号
US08138197B2

反応ノート

読み込み中…