Water → 4-(4-Methanesulfonylphenoxymethyl)-2-methylquinoline

HRID 1788362노트

반응식

HRID 1788362 반응식
Cl.Cl[CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[C:6]([CH3:14])[CH:5]=1.[CH3:15][S:16]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)(=[O:18])=[O:17].[OH-].[Na+].O>C(O)C>[CH3:15][S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:3][C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]=[C:6]([CH3:14])[CH:5]=2)=[CH:21][CH:20]=1)(=[O:17])=[O:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium Hydroxide2회HCID 1233504-(Methylsulfonyl)phenolHCID 222278114-Chloromethyl-2-methylquinoline hydrochloride

생성물 1

HCID 230180214-(4-Methanesulfonylphenoxymethyl)-2-methylquinoline수율 93.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 7.23 g (29.6 mmol) of 4-chloromethyl-2-methylquinoline hydrochloride and 5.61 g (32.6 mmol) of 4-methylsulfonylphenol in ethanol (26 mL) was added 17.1 mL (68.1 mmol) of 4 N aqueous sodium hydroxide, followed by heating under reflux for 5 hours. After standing to cool, water (150 mL) and 4 N aqueous sodium hydroxide (2.5 mL) were added and stirred for 20 minutes at room temperature. The precipitates were collected by filtration, washed thoroughly with water and hexane, and then dried at 40° C. in vacuo in the presence of phosphorus pentoxide to give 9.06 g (yield 93.5%) of 4-(4-methanesulfonylphenoxymethyl)-2-methylquinoline (VI-1). Its physical properties are shown below.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 5 hours
  3. temperatureto cool
  4. filtrationThe precipitates were collected by filtration
  5. washwashed thoroughly with water and hexane
  6. dry with materialdried at 40° C. in vacuo in the presence of phosphorus pentoxide

출처 및 근거

ORD 기록
ord-d05dd29f2db04dc4804249e9be8624c8
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511144B2

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