Cyclohexyl bromide → 2-Cyclohexylsulfanyl-nicotinic acid

HRID 62865

반응식

HRID 62865 반응식
[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

참가 물질

5

반응물 3

HCID 7960Cyclohexyl bromideHCID 24758Sodium hydrideHCID 178524460HCID 178524460, 화합물

생성물 1

HCID 287388022-Cyclohexylsulfanyl-nicotinic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c254a23b3b1a4858b03651e3dddb1ae7
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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