Methanol → 5-Chloro-2-phenyl-oxazole-4-carboxylic acid

HRID 2236174노트

반응식

HRID 2236174 반응식
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:9][C:10]=1[Cl:11])=[O:5])C.O1CCCC1.CO.[H-].[OH-].[Li+]>O>[Cl:11][C:10]1[O:9][C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 67537623Ethyl 5-chloro-2-phenyloxazole-4-carboxylateHCID 86597229HCID 86597229, 화합물

생성물 1

HCID 593012785-Chloro-2-phenyl-oxazole-4-carboxylic acid수율 88.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Solution of 5-chloro-2-phenyl-oxazole-4-carboxylic acid ethyl ester (92 mg, 0.37 mmol) in a mixture solution of tetrahydrofuran, methanol and water (3:1:1, 5 mL) was treated with lithium hydroxide monohydride (44 mg, 1.1 mmol) at room temperature for two hours. After the reaction was complete, solvent was evaporated. To the residue, water was added, and pH value of the aqueous layer was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N). The white precipitation was collected by centrifugation to give 5-chloro-2-phenyl-oxazole-4-carboxylic acid (73 mg, 88%). LCMS calcd for C10H6ClNO3 (m/e) 223, obsd 224 (M+H).

후처리

  1. customsolvent was evaporated
  2. additionTo the residue, water was added
  3. additionpH value of the aqueous layer was adjusted to ˜1-2 by addition of dilute hydrochloride acid (1N)
  4. customThe white precipitation
  5. customwas collected by centrifugation

출처 및 근거

ORD 기록
ord-57305864de79446c80ea34b5949efd85
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714126B2

반응 노트

불러오는 중…