Dimethylformamide → 6-(Cyclohexyloxy)-3-pyridinecarboxylic acid

HRID 917391노트

반응식

HRID 917391 반응식
CN(C)C=O.Cl[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][N:8]=1.[CH:16]1([OH:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[H-].[Na+]>C(O)(=O)C>[CH:16]1([O:22][C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][N:8]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7966CyclohexanolHCID 24758Sodium hydrideHCID 792226-Chloronicotinic acid

생성물 1

HCID 167944166-(Cyclohexyloxy)-3-pyridinecarboxylic acid수율 92%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To 30 ml of N,N-dimethylformamide, 1.00 g (6.4 mmol) of 6-chloronicotinic acid and 2.00 g (20 mmol) of cyclohexanol were dissolved, followed by adding 0.80 g (20 mmol) of 60% sodium hydride, stirring at room temperature for 1 hour and heating under refluxing for 3 hours. The reaction liquid was then poured in 100 ml of ice water, and acetic acid was added to make pH 5. The crystal precipitated was filtered, washed with cold water and hexane, and dried to obtain 1.30 g (yield: 92%) of 6-cyclohexyloxynicotinic acid.

후처리

  1. temperatureheating
  2. temperatureunder refluxing for 3 hours
  3. customThe reaction liquid
  4. customThe crystal precipitated
  5. filtrationwas filtered
  6. washwashed with cold water and hexane
  7. customdried

출처 및 근거

ORD 기록
ord-e7dfa14241984317bc8b999168955e75
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273878B2

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