Water → 2-(4-bromophenoxy)-N,N-diethylethanamine

HRID 449144

반응식

HRID 449144 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl.Cl[CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15].C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 78084-BromophenolHCID 10796Cesium carbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochloride

생성물 1

HCID 4239532-(4-bromophenoxy)-N,N-diethylethanamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Bromophenol (0.870 g, 5.00 mmol), 2-chloro-N,N-diethylethanamine hydrochloride (0.90 mg, 5.24 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).

후처리

  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)

출처 및 근거

ORD 기록
ord-257f6306aab44a549171120372eb9c9c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481733B2

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