4-Fluorothiophenol → {2-[(4-Fluorophenyl)sulfanyl]ethyl}(methyl)amine

HRID 915650노트

반응식

HRID 915650 반응식
Br.Br[CH2:3][CH2:4][NH:5][CH3:6].[F:7][C:8]1[CH:13]=[CH:12][C:11]([SH:14])=[CH:10][CH:9]=1.CC(C)([O-])C.[K+]>C(#N)C>[F:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][CH2:3][CH2:4][NH:5][CH3:6])=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 677894-FluorothiophenolHCID 12735740(2-Bromoethyl)(methyl)amine hydrobromideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 60686925{2-[(4-Fluorophenyl)sulfanyl]ethyl}(methyl)amine수율 61.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Reflux a mixture of (2-bromoethyl)methylamine hydrobromic acid salt (500 mg, 2.28 mmol), 4-fluorobenzenethiol (0.243 mL, 2.28 mmol), and potassium t-butoxide (512 mg, 4.56 mmol) in acetonitrile (10 mL) for 17 hours. Remove the solvent under vacuum and dissolve the residue in ether and 5 N sodium hydroxide solution. Extract the organic layer with 1 N hydrochloric acid solution. Neutralize the acidic aqueous layer with 5 N sodium hydroxide solution and extract twice with ether. Dry the combined ether extracts over magnesium sulfate and reduce under vacuum to give 260 mg of the titled compound as an oil.

후처리

  1. temperatureReflux
  2. customRemove the solvent under vacuum
  3. dissolutiondissolve the residue in ether
  4. extractionExtract the organic layer with 1 N hydrochloric acid solution
  5. extractionNeutralize the acidic aqueous layer with 5 N sodium hydroxide solution and extract twice with ether
  6. dry with materialDry the combined ether

출처 및 근거

ORD 기록
ord-e78f6af1cfc2420dbc8ed908845c3916
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265246B2

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