Water → [2-(3-Bromophenoxy)ethyl]dimethylamine

HRID 449148

反応式

HRID 449148 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Cl.Cl[CH2:11][CH2:12][N:13]([CH3:15])[CH3:14].C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14]

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 115633-BromophenolHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

生成物 1

HCID 413371[2-(3-Bromophenoxy)ethyl]dimethylamine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-Bromophenol (0.870 g, 5.00 mmol), (2-chloro-ethyl)-dimethylamine hydrochloride (0.792 g, 5.50 mmol) and Cs2CO3 (8 g, 25 mmol) were combined in DMF (20 mL) and the mixture was heated at reflux over night. H2O (20 mL) was added and the mixture was extracted with EtOAc, then washed with 2N NaOH and brine. The organic layers were combined, dried over Na2SO and concentrated to a brown oil which was then purified by flash chromatography (eluent: 20% EtOAc in hexanes).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux over night
  3. extractionthe mixture was extracted with EtOAc
  4. washwashed with 2N NaOH and brine
  5. dry with materialdried over Na2SO
  6. concentrationconcentrated to a brown oil which
  7. customwas then purified by flash chromatography (eluent: 20% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-7b6c563c346040629f1a39ef6f906e44
出典データセット
uspto-grants-2013_07
特許番号
US08481733B2

関連ノート

読み込み中…