Lithium hydroxide, monohydrate → 4'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid

HRID 1888899ノート

反応式

HRID 1888899 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[CH:8]=[C:9]([C:11]2[S:12][CH:13]=[CH:14][N:15]=2)[CH:10]=1)=[O:4].O[Li].O>C1COCC1.O>[CH3:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[CH:8]=[C:9]([C:11]3[S:12][CH:13]=[CH:14][N:15]=3)[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=2)=[CH:21][CH:20]=1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 594325714'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid methyl ester

生成物 1

HCID 594325694'-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid収率 75%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4′-methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid methyl ester (0.310 g, 1 mmol) in THF (10 mL) was added a solution of LiOH—H2O (1.2 mmol) in H2O (15 mL) at 0° C. The reaction was allowed to warm to room temperature and was stirred until the disappearance of the ester was confirmed by TLC. Solvent was removed under reduced pressure and the aqueous solution was acidified to pH=2 by dropwise addition of 10% aqueous HCl. The resulting solid was collected by filtration and dried to yield 4′-Methyl-5-thiazol-2-yl-biphenyl-3-carboxylic acid (0.22 g, 75%). MS (M+H)=296.

後処理

  1. customSolvent was removed under reduced pressure
  2. additionthe aqueous solution was acidified to pH=2 by dropwise addition of 10% aqueous HCl
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-861fb8af27184e20b2cba05d24d2e353
出典データセット
uspto-grants-2013_08
特許番号
US08501933B2

反応ノート

読み込み中…