Hydrochloric Acid → N-benzyl-N-methylcarbamoyl chloride

HRID 1158436

反応式

HRID 1158436 の反応式
N1C=CC=CC=1.[CH3:7][NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)(OC(Cl)(Cl)Cl)[O:17][C:18]([Cl:21])(Cl)Cl.Cl>C(Cl)Cl>[CH2:9]([N:8]([CH3:7])[C:18]([Cl:21])=[O:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7669N-MethylbenzylamineHCID 94429Triphosgene

生成物 1

HCID 10464985N-benzyl-N-methylcarbamoyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

At −78° C. pyridine (1.25 mL, 15.5 mmol) followed by methyl benzylamine (2.0 mL, 15.5. mmol) are added to a solution of bis(trichloromethyl) carbonate (1.55 g, 5.2 mmol) in CH2Cl2 (20 mL). The reaction mixture is allowed to warm to RT and stirred for another 1.5 h. For workup 1N HCl is added to the yellow suspension and the mixture is extracted with ethyl acetate. Drying (Na2SO4) of the combined organic exctracts, filtration and evaporation of the solvent affords the title compound. MS (LC-MS): [M+H]+=184.1. tR (HPLC, Waters Symmetry C18 column, 20-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 3.84 min.

後処理

  1. customAt −78° C.
  2. extractionthe mixture is extracted with ethyl acetate
  3. customDrying
  4. filtration(Na2SO4) of the combined organic exctracts, filtration and evaporation of the solvent

出典と根拠

ORDレコード
ord-4142003187f249e9a9d2daa207c288d2
出典データセット
uspto-grants-2010_10
特許番号
US07807709B2

関連ノート

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