Cyclohexyl bromide → 2-Cyclohexylsulfanyl-nicotinic acid

HRID 62865

反応式

HRID 62865 の反応式
[SH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H-].[Na+].Br[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CN(C=O)C>[CH:14]1([S:1][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

5

反応物 3

HCID 7960Cyclohexyl bromideHCID 24758Sodium hydrideHCID 178524460HCID 178524460、化合物

生成物 1

HCID 287388022-Cyclohexylsulfanyl-nicotinic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Mercapto-nicotinic acid (0.5 g, 3.22 mmol) was dissolved in DMF (5 mL), and the solution was cooled to 0˜5° C. NaH (0.64 g, 16.11 mmol) was added slowly thereto, and the mixture was stirred at 0˜5° C. for 30 minutes. Bromo-cyclohexane (1.19 mL, 9.66 mmol) was added thereto, and the mixture was stirred at room temperature for 12 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, and the residue was diluted with water. 3N HCl was used to adjust the pH of the solution to 2˜3, and the solution was extracted with EtOAc. The organic layer was dried with MgSO4 and concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process.

後処理

  1. temperaturethe solution was cooled to 0˜5° C
  2. stirringthe mixture was stirred at room temperature for 12 hours
  3. customAfter the termination of the reaction
  4. concentrationthe reactant was concentrated under reduced pressure
  5. additionthe residue was diluted with water
  6. extractionthe solution was extracted with EtOAc
  7. dry with materialThe organic layer was dried with MgSO4
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c254a23b3b1a4858b03651e3dddb1ae7
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

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