Sodium Chloride → methyl N-[3-(3,4-dichlorophenyl)benzyl]carbamate

HRID 1168028노트

반응식

HRID 1168028 반응식
Br[C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[CH2:5][NH:6][C:7](=[O:10])[O:8][CH3:9].C(=O)([O-])[O-].[Na+].[Na+].[Cl:20][C:21]1[CH:22]=[C:23](OB(O)O)[CH:24]=[CH:25][C:26]=1[Cl:27].[Cl-].[Na+]>C(O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[Cl:20][C:21]1[CH:22]=[C:23]([C:2]2[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=2)[CH2:5][NH:6][C:7](=[O:10])[O:8][CH3:9])[CH:24]=[CH:25][C:26]=1[Cl:27]

참가 물질

8

반응물 4

HCID 5234Sodium ChlorideHCID 10340Sodium CarbonateHCID 12090302Methyl (3-bromobenzyl)carbamateHCID 219399273,4-Dichloro-phenyl-boric acid

생성물 1

HCID 12090301methyl N-[3-(3,4-dichlorophenyl)benzyl]carbamate수율 94.8%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 702Ethanol용매HCID 1140Toluene용매

실험 절차

1.30 g of methyl N-(3-bromobenzyl)carbamate, 0.56 g of sodium carbonate in aqueous solution (20 ml) and 0.13 g of tetrakis(triphenylphosphine)palladium (0) were added to toluene (40 ml) under a nitrogen atmosphere. The resulting solution was mixed with 1.02 g of 3,4-dichlorophenylboric acid in ethanol (20 ml) at room temperature with stirring and refluxed under heating for 2 hours. After the reaction, the reaction solution was cooled to room temperature, poured into saturated aqueous sodium chloride and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate and evaporated under reduced pressure for removal of the solvent. The residue was purified by silica gel column chromatography to give 1.45 g of methyl N-[3-(3,4-dichlorophenyl)benzyl]carbamate as a yellow transparent viscous liquid.

후처리

  1. temperaturerefluxed
  2. temperatureunder heating for 2 hours
  3. customAfter the reaction
  4. extractionextracted with ethyl acetate
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. customevaporated under reduced pressure for removal of the solvent
  7. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3e5923a69dfd4da18e8f75f5ae234dfe
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620961B1

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