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

HRID 1178541

반응식

HRID 1178541 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.[Cl:23]C(OCC)=O.O.C(OCC)C>C1(C)C=CC=CC=1>[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:23])[C:12]=2[S:21][CH3:22])[CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 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 1140Toluene용매

반응 조건

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-10169752880f440f8f18abb1dbae1fd8
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276528B2

연결된 노트

불러오는 중…