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

HRID 917391ノート

反応式

HRID 917391 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 167944166-(Cyclohexyloxy)-3-pyridinecarboxylic acid収率 92%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e7dfa14241984317bc8b999168955e75
出典データセット
uspto-grants-2007_09
特許番号
US07273878B2

反応ノート

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