Hydrochloric Acid → 2-(2',3-Dimethyl-2,4'-bipyridin-5-yl)acetic acid

HRID 1036227ノート

反応式

HRID 1036227 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH:15](C(OCC)=O)[C:16]([O:18]CC)=[O:17])=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1.[OH-].[Na+].Cl>C1COCC1.O>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH2:15][C:16]([OH:18])=[O:17])=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58447640Diethyl 2-(2',3-dimethyl-2,4'-bipyridin-5-yl)malonate

生成物 1

HCID 584477082-(2',3-Dimethyl-2,4'-bipyridin-5-yl)acetic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

A mixture of diethyl 2-(2′,3-dimethyl-2,4′-bipyridin-5-yl)malonate 156-4 (935 mg, 3 mmol) and NaOH (480 mg, 12 mmol) in THF (1.8 mL) and water (1.8 mL) was stirred at 65° C. for 3 hours. After cooled down to room temperature, the mixture was treated with 3N HCl aqueous solution to adjust the pH around 3, and then stirred for 15 minutes. The resulting solution was evaporated to dryness and the remaining solid was extracted with 20% methanol in ethyl acetate. The organic extraction was concentrated to give 2-(2′,3-dimethyl-2,4′-bipyridin-5-yl)acetic acid 156-5 as white solid. MS m/z 243.1 (M+1).

後処理

  1. temperatureAfter cooled down to room temperature
  2. stirringstirred for 15 minutes
  3. customThe resulting solution was evaporated to dryness
  4. extractionthe remaining solid was extracted with 20% methanol in ethyl acetate
  5. extractionThe organic extraction
  6. concentrationwas concentrated

出典と根拠

ORDレコード
ord-01b8a69be65540b09bddb253f3a69782
出典データセット
uspto-grants-2013_10
特許番号
US08546396B2

反応ノート

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