Potassium Hydroxide → 4-((4-(4-chlorophenoxy)phenylthio)methyl)tetrahydro-2H-pyran-4-carboxylic acid

HRID 1584392노트

반응식

HRID 1584392 반응식
C([O:3][C:4]([C:6]1([CH2:12][S:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)=[CH:16][CH:15]=2)[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:5])C.[OH-].[K+]>C(O)C.O>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([O:20][C:17]2[CH:16]=[CH:15][C:14]([S:13][CH2:12][C:6]3([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][O:9][CH2:8][CH2:7]3)=[CH:19][CH:18]=2)=[CH:26][CH:25]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 154349704-[4-(4-Chlorophenoxy)phenylthiomethyl]tetrahydropyran-4-carboxylic acid ethyl ester

생성물 1

HCID 109488734-((4-(4-chlorophenoxy)phenylthio)methyl)tetrahydro-2H-pyran-4-carboxylic acid수율 102.5%

시약·촉매·용매 2

HCID 962Water촉매HCID 702Ethanol용매

실험 절차

To a solution of 4-[4-(4-chlorophenoxy)phenylthiomethyl]tetrahydropyran-4-carboxylic acid ethyl ester (70 mg, 0.17 mmol) in ethanol (2 mL) containing two drops of water, was added potassium hydroxide (58.3 mg, 1.04 mmol). The mixture was refluxed for 13 hours, cooled to room temperature, acidified to pH 4, and extracted with ethyl acetate (4×50 mL). The combined organic layers were dried over magnesium sulfate, and concentrated to afford 4-[4-(4-chlorophenoxy)phenylthiomethyl]-tetrahydropyran-4-carboxylic acid (66 mg, 100%), which is spectroscopically identical to that isolated from the prior procedure of Example 7D.

후처리

  1. temperatureThe mixture was refluxed for 13 hours
  2. extractionextracted with ethyl acetate (4×50 mL)
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-47487f1e151a40c5a5f5e9829a077ab8
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932595

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