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Lithium Hydroxide → 2-(3-Methyl-1,2,4-oxadiazol-5-yl)isonicotinic acid

HRID 1892610
ノート
印刷プレビュー

反応式

HRID 1892610 の反応式
[OH-].[Li+].[CH3:3][C:4]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][N:18]=2)[C:12]([O:14]C)=[O:13])[O:6][N:5]=1>C(O)C>[CH3:3][C:4]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][N:18]=2)[C:12]([OH:14])=[O:13])[O:6][N:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 67151212Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate

生成物 1

HCID 582525372-(3-Methyl-1,2,4-oxadiazol-5-yl)isonicotinic acid収率 89%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of lithium hydroxide (15 g, 0.25 mol), ethanol (500 mL) and methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate (52 g, 0.23 mol) were stirred at room temperature for 5 hours, then mixture was concentrated in vacuo. Water was added then extracted with ethyl acetate. The water layer was brought to pH 1.5 with aqueous 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was concentrated in vacuo to afford the title compound as a white solid (42 g). 1H NMR (300 MHz, DMSO-d6) δ ppm 14.08 (Or s, 1H) 9.00-8.98 (m, 1H) 8.50 (s, 1H) 8.09-8.07 (m, 1H), 2.46 (s, 3H).

後処理

  1. concentrationmixture was concentrated in vacuo
  2. additionWater was added
  3. extractionthen extracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. concentrationThe organic layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-d37375091381497e910d744fa49b8b01
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507681B2

反応ノート

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