Hydrochloric Acid → 3-Benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylic acid

HRID 1365046ノート

反応式

HRID 1365046 の反応式
C([O:3][C:4]([C:6]1[C:7]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:8][N:9]([CH:12]([CH3:14])[CH3:13])[C:10]=1[Br:11])=[O:5])C.[OH-].[Na+].Cl>O1CCOCC1>[CH2:16]([O:15][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[C:10]([Br:11])[N:9]([CH:12]([CH3:14])[CH3:13])[N:8]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23113375HCID 23113375、化合物

生成物 1

HCID 230795363-Benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylic acid収率 64.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

3-Benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylic acid ethyl ester (7.7 g) was suspended into 1,4-dioxan (19 mL), and 20% sodium hydroxide aqueous solution (19 mL) was added to the suspension. The mixture was stirred at 100° C. for 8 hours. After the mixture was cooled, the reaction mixture was poured into 2 mol/L hydrochloric acid (100 mL). The mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (4.6 g).

後処理

  1. additionwas added to the suspension
  2. temperatureAfter the mixture was cooled
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-ee84d44b454e40c3a9a16c689d4580f1
出典データセット
uspto-grants-2011_02
特許番号
US07888487B2

反応ノート

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