Sodium Hydroxide → 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylic acid

HRID 2283870ノート

反応式

HRID 2283870 の反応式
[OH-].[Na+].[C:3]1([S:9]([CH2:12][CH2:13][CH2:14][C:15]2[N:19]([CH2:20][CH2:21][CH2:22][CH3:23])[N:18]=[C:17]([C:24]([O:26]CC)=[O:25])[CH:16]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)C>[C:3]1([S:9]([CH2:12][CH2:13][CH2:14][C:15]2[N:19]([CH2:20][CH2:21][CH2:22][CH3:23])[N:18]=[C:17]([C:24]([OH:26])=[O:25])[CH:16]=2)(=[O:11])=[O:10])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66959126ethyl 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylate

生成物 1

HCID 669583705-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylic acid収率 85.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium hydroxide (12 mL, 6M) was added to a solution of ethyl 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylate (13.3 g, 35.1 mmol) in 100 mL of ethanol and heated to reflux overnight. The reaction mixture was concentrated under reduced pressure and the residue was diluted with 100 mL of water. The aqueous layer was extracted with several portions of ethyl acetate. The pH of the aqueous layer was adjusted to approximately 2-3 with aqueous hydrochloric acid and was then extracted with several portions of ethyl acetate. The combined organic layers originating from extraction of the aqueous layer were washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford 10.5 g of 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylic acid.

後処理

  1. temperatureheated
  2. temperatureto reflux overnight
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionthe residue was diluted with 100 mL of water
  5. extractionThe aqueous layer was extracted with several portions of ethyl acetate
  6. extractionwas then extracted with several portions of ethyl acetate
  7. extractionThe combined organic layers originating from extraction of the aqueous layer
  8. washwere washed with brine
  9. dry with materialdried over magnesium sulfate
  10. filtrationfiltered
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-8a8334e3385048abbcc1bba0298a8ef1
出典データセット
uspto-grants-2015_09
特許番号
US09145410B2

反応ノート

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