Water → 4-Chloro-2-(3-chloromethyl-2-methysulfanyl-phenoxy)-benzonitrile

HRID 1243759

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HRID 1243759 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17]N(C)C)[C:12]=2[S:21][CH3:22])[CH:3]=1.C1(C)C=CC=CC=1.[Cl:30]C(OCC)=O.O>C(OCC)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][Cl:30])[C:12]=2[S:21][CH3:22])[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1140TolueneHCID 10928Ethyl chloroformateHCID 99021614-Chloro-2-(3-dimethylaminomethyl-2-methylsulfanyl-phenoxy)-benzonitrile

생성물 1

HCID 219304424-Chloro-2-(3-chloromethyl-2-methysulfanyl-phenoxy)-benzonitrile수율 81%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

Under a nitrogen atmosphere, 4-chloro-2-(3-dimethylaminomethyl-2-methysulfanyl-phenoxy)-benzonitrile (1.02 g, 3.06 mmol) was dissolved in anhydrous-toluene (10 mL). The solution was cooled to 0° C. and ethyl chloroformate (900 μL, 9.2 mmol) was slowly added. The reaction mixture was stirred for 17 h, allowing it to reach room temperature. Water (5 mL) and diethyl ether (5 mL) were added and the organic layer was separated and dried with MgSO4. After filtration, the solution was absorbed onto silica gel (1.5 g) and the solvent was removed in vacuo. This material was chromatographed on an ISCO CombiFlash Chromatography System to yield 4-chloro-2-(3-chloromethyl-2-methysulfanyl-phenoxy)-benzonitrile as a clear oil (800 mg, 81%).

후처리

  1. customto reach room temperature
  2. customthe organic layer was separated
  3. dry with materialdried with MgSO4
  4. filtrationAfter filtration
  5. customthe solution was absorbed onto silica gel (1.5 g)
  6. customthe solvent was removed in vacuo
  7. customThis material was chromatographed on an ISCO CombiFlash Chromatography System

출처 및 근거

ORD 기록
ord-3c3f81cd38d54960bb8e4b247aa2546b
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119122B2

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