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

HRID 1178541ノート

反応式

HRID 1178541 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 3283Diethyl EtherHCID 10928Ethyl chloroformateHCID 99021614-Chloro-2-(3-dimethylaminomethyl-2-methylsulfanyl-phenoxy)-benzonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-10169752880f440f8f18abb1dbae1fd8
出典データセット
uspto-grants-2007_10
特許番号
US07276528B2

反応ノート

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