Potassium Iodide → Methyl {2-[4-(3,5-difluorophenoxy)phenoxy]ethyl}carbamate

HRID 373786노트

반응식

HRID 373786 반응식
C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:9][O:10][C:11](=[O:16])[NH:12][CH2:13][CH2:14]Cl.[F:17][C:18]1[CH:19]=[C:20]([CH:29]=[C:30]([F:32])[CH:31]=1)[O:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1>CN(C)C=O>[CH3:9][O:10][C:11](=[O:16])[NH:12][CH2:13][CH2:14][O:28][C:25]1[CH:24]=[CH:23][C:22]([O:21][C:20]2[CH:29]=[C:30]([F:32])[CH:31]=[C:18]([F:17])[CH:19]=2)=[CH:27][CH:26]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 251614Methyl (2-chloroethyl)carbamateHCID 133918364-(3,5-Difluorophenoxy)phenol

생성물 1

HCID 13502189Methyl {2-[4-(3,5-difluorophenoxy)phenoxy]ethyl}carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

21.3 g of potassium carbonate powder, 1.5 g of finely powdered potassium iodide and 16 g of 2-chloroethylcarbamic acid methyl ester are added to a solution of 17.1 g of 4-(3,5-difluorophenoxy)-phenol in 100 ml of dimethylformamide, and the reaction mixture is heated at +95° C. for 15 hours. The reaction mixture is then cooled, poured onto ice-water and extracted repeatedly with ether. The combined ether phases are washed with water and dried over sodium sulfate. The solvent is distilled off completely. The crude product is purified further by chromatography over silica gel (eluant: petroleum ether (40° C.-65° C.)/diethyl ether, 5:1), yielding 2-[4-(3,5-difluorophenoxy)-phenoxy]-ethylcarbamic acid methyl ester, n21D : 1.5394.

후처리

  1. temperaturethe reaction mixture is heated at +95° C. for 15 hours
  2. temperatureThe reaction mixture is then cooled
  3. additionpoured onto ice-water
  4. extractionextracted repeatedly with ether
  5. washThe combined ether phases are washed with water
  6. dry with materialdried over sodium sulfate
  7. distillationThe solvent is distilled off completely
  8. customThe crude product is purified further by chromatography over silica gel (eluant: petroleum ether (40° C.-65° C.)/diethyl ether, 5:1)

출처 및 근거

ORD 기록
ord-20e9f01896e3477e900d192ee018ec73
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166153

반응 노트

불러오는 중…