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

HRID 1888899노트

반응식

HRID 1888899 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-861fb8af27184e20b2cba05d24d2e353
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501933B2

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