Dichloromethane → (2-Cyano-4-methoxycarbonyl-phenyl)-trimethyl-ammonium trifluoro-methanesulfonate

HRID 1041845

반응식

HRID 1041845 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH3:12])[CH3:11])=[C:6]([C:13]#[N:14])[CH:5]=1.Cl[CH2:17]Cl.C[O:20][S:21]([C:24]([F:27])([F:26])[F:25])(=[O:23])=[O:22]>C(OCC)C>[F:25][C:24]([F:27])([F:26])[S:21]([O-:23])(=[O:22])=[O:20].[C:13]([C:6]1[CH:5]=[C:4]([C:3]([O:2][CH3:1])=[O:15])[CH:9]=[CH:8][C:7]=1[N+:10]([CH3:17])([CH3:11])[CH3:12])#[N:14]

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 9526Methyl triflateHCID 598476573-Cyano-4-dimethylamino-benzoic acid methyl ester

생성물 1

HCID 86621519(2-Cyano-4-methoxycarbonyl-phenyl)-trimethyl-ammonium trifluoro-methanesulfonate수율 69%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred solution of 6.16 g (30.2 mmol) 3 and 110 ml dichloromethane were added 50.0 g (302 mmol) methyltriflate (Aldrich) drop wisely. The reaction mixture was stirred over night and diethylether was added. After evaporation of one third of the solvent volume the desired compound precipitates and the rest of the solvent were decanted. The solid was washed extensively (ten times) with large amounts of diethylether. The solid was dried by use of oil pump vacuum and purified by (C-18) RP-column chromatography (acetonitril/water—gradient 1:99 to 80:20). The desired compound 4 was obtained in 69% yield (20.8 mmol, 7.68 g).

후처리

  1. customAfter evaporation of one third of the solvent volume the desired compound
  2. customprecipitates
  3. customthe rest of the solvent were decanted
  4. washThe solid was washed extensively (ten times) with large amounts of diethylether
  5. customThe solid was dried by use of oil pump vacuum
  6. custompurified by (C-18) RP-column chromatography (acetonitril/water—gradient 1:99 to 80:20)

출처 및 근거

ORD 기록
ord-14848f56a14a460f8cd5383286b8ca90
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557776B2

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