Methanol → 4-Phenylthiazole-2-carboxylic acid

HRID 2236175노트

반응식

HRID 2236175 반응식
C([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1)=[O:5])C.O1CCCC1.CO.[H-].[OH-].[Li+]>O>[C:11]1([C:9]2[N:10]=[C:6]([C:4]([OH:5])=[O:3])[S:7][CH:8]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 24730326Ethyl 4-phenyl-1,3-thiazole-2-carboxylateHCID 86597229HCID 86597229, 화합물

생성물 1

HCID 38785394-Phenylthiazole-2-carboxylic acid수율 54%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

4-Phenyl-thiazole-2-carboxylic acid ethyl ester, commercially available from Pharma Core, (1.0 g, 4.28 mmol) in a mixture solution of tetrahydrofuran, methanol and water (3:1:1, 10 mL) was treated with lithium hydroxide monohydride (514 mg, 12.8 mmol) at room temperature for three hours. After the reaction was complete, solvent was evaporated. To the residue, water was added, and pH of the resulting solution was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N). The white precipitation was collected by centrifugation and further washed with water to give 4-phenyl-thiazole-2-carboxylic acid (473 mg, 54%). LCMS calcd for C10H7NO2S (m/e) 205, obsd 206 (M+H).

후처리

  1. customsolvent was evaporated
  2. additionTo the residue, water was added
  3. additionpH of the resulting solution was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N)
  4. customThe white precipitation
  5. customwas collected by centrifugation
  6. washfurther washed with water

출처 및 근거

ORD 기록
ord-2ebee532f3004a07ad165fa6ce91dc9d
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714126B2

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