Hydrochloric Acid → HCID 59814835、化合物

HRID 2116637

反応式

HRID 2116637 の反応式
P(Cl)(Cl)(Cl)=O.C(N(CC)[C:9](=[O:12])[CH2:10][CH3:11])C.[Br:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=O)=[C:18]([OH:31])[CH:17]=1.C([O-])(O)=O.[Na+].Cl>ClC1C=CC=CC=1Cl>[Br:15][C:16]1[CH:17]=[C:18]2[C:19]([C:22]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[C:10]([CH3:11])[C:9](=[O:12])[O:31]2)=[CH:20][CH:21]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 66191N,N-DiethylpropionamideHCID 516892Sodium BicarbonateHCID 59814864HCID 59814864、化合物

生成物 1

HCID 59814835HCID 59814835、化合物

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
140 °C

実験手順

Phosphorous oxychloride (95.0 μL, 1.02 mmol) was added dropwise, at rt to a solution of N,N-diethylpropionamide (146 μL, 1.02 mmol) in 1,2-dichlorobenzene (1 mL). After 30 min. at rt, (4-bromo-2-hydroxyphenyl)(4-fluorophenyl)methanone (300 mg, 1.02 mmol) was added all at once. After 10 min. the reaction mixture was heated at 140° C. for 16 h and allowed to cool to rt. It was poured into 5% NaHCO3 (20 mL) and the resulting mixture stirred at 60° C. for 20 min., cooled to rt, acidified (pH=1) with 6N HCl and extracted with CHCl3. The combined organics were washed with water and brine, dried (Na2SO4), filtered and concentrated. The residue was subjected to chromatography on silica gel (EtOAc/toluene 1:100) affording the title compound as a white solid, contaminated with ˜10% of an impurity. It was used as such in the following step.

後処理

  1. temperatureto cool to rt
  2. temperaturecooled to rt
  3. extractionextracted with CHCl3
  4. washThe combined organics were washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-267534e52e464d379b96a5fb40913f87
出典データセット
uspto-grants-2008_10
特許番号
US07439260B2

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