Potassium Carbonate → 2-[2-Chloro-4-(1-pyrazolyl)methylphenoxy]ethylcarbamic acid methyl ester

HRID 2292655ノート

反応式

HRID 2292655 の反応式
[C:1](=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[C:12]([CH2:14][N:15]2[N:19]=[CH:18][CH:17]=N2)[CH:11]=[CH:10][C:9]=1[OH:20].[CH3:21][O:22][C:23](=[O:28])[NH:24][CH2:25][CH2:26]Cl.[Cl-].[NH4+]>CN(C)C=O>[CH3:21][O:22][C:23](=[O:28])[NH:24][CH2:25][CH2:26][O:20][C:9]1[CH:10]=[CH:11][C:12]([CH2:14][N:15]2[CH:1]=[CH:17][CH:18]=[N:19]2)=[CH:13][C:8]=1[Cl:7]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 251614Methyl (2-chloroethyl)carbamateHCID 218336772-chloro-4-(2-2H-1,2,3-triazolylmethyl)phenol

生成物 1

HCID 571498552-[2-Chloro-4-(1-pyrazolyl)methylphenoxy]ethylcarbamic acid methyl ester収率 74.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
60 °C

実験手順

To a mixture of potassium carbonate (435 mg), 2-chloro-4-(2-2H-1,2,3-tri-azolyl)methylphenol (300 mg) and anhydrous N,N-dimethylformamide (30 ml) was added dropwise an anhydrous N,N-dimethylformamide solution (2 ml) of 2-chloroethylcarbamic acid methyl ester (216 mg) at room temperature under stirring. This mixture was then heated at 60° C. under stirring for 6 hours, and poured into ice-cooled saturated aqueous ammonium chloride solution, which was extracted with ethyl acetate. The organic layer was washed with water and then saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, which afforded 329 mg of 2-[2-chloro-4-(1-pyrazolyl)methylphenoxy]ethylcarbamic acid methyl ester (compound 7). Yield, 74%.

後処理

  1. stirringunder stirring for 6 hours
  2. additionpoured into ice-
  3. extractionwas extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialsaturated sodium chloride solution, dried with anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7fb194e164834ab09957857f7bedc501
出典データセット
uspto-grants-1997_11
特許番号
US05684022

反応ノート

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