Hydrochloric Acid → HCID 22985555、化合物

HRID 1816316ノート

反応式

HRID 1816316 の反応式
[C:1]([N:5]1[C:9]([CH:10]([CH3:12])[CH3:11])=[CH:8][C:7]([C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:22][CH2:23][C:24]([CH3:27])([CH3:26])[N:25]=3)=[CH:17][CH:16]=2)=C)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl.ClCCl.C(OCC)(=[O:36])C>C(O)C>[C:1]([N:5]1[C:9]([CH:10]([CH3:12])[CH3:11])=[CH:8][C:7]([CH:13]([OH:36])[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:22][CH2:23][C:24]([CH3:27])([CH3:26])[N:25]=3)=[CH:17][CH:16]=2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21226138Dichloromethane ethylacetateHCID 22493572HCID 22493572、化合物

生成物 1

HCID 22985555HCID 22985555、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

To 5 ml of 130 mg of α-(1-tert-butyl-5-isopropylpyrazol-3-yl)-4-(4,4-dimethyl-1,3-oxazolin-2-yl)styrene in ethanol was added 0.4 ml of a 3N aqueous solution of an acid at room temperature. The resulting mixture was heated under reflux for 30 minutes. To the reaction mixture was added a 5N aqueous solution of sodium hydroxide to adjust its pH to 11, followed by extraction with dichloromethane. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. To a solution of the residue in 3 ml of 1,4-dioxane were added 100 mg of lithium hydroxide and the resulting mixture was heated at 100° C. for 2 hours. After the completion of the reaction, a 3N aqueous solution of hydrochloric acid was added to adjust the pH to 5, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue so obtained was subjected to chromatography on a silica gel column (developing solvent: 50% dichloromethane/ethyl acetate), whereby 4 mg of the title compound were obtained as a pale yellow solid.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. extractionfollowed by extraction with dichloromethane
  4. washThe organic layer was washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionTo a solution of the residue in 3 ml of 1,4-dioxane were added 100 mg of lithium hydroxide
  8. customAfter the completion of the reaction
  9. extractionfollowed by extraction with ethyl acetate
  10. washThe organic layer was washed with saturated saline
  11. dry with materialdried over anhydrous magnesium sulfate
  12. concentrationconcentrated under reduced pressure
  13. customThe residue so obtained

出典と根拠

ORDレコード
ord-ba911d899c5243a38e95d71d8e23923d
出典データセット
uspto-grants-2005_04
特許番号
US06884808B2

反応ノート

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