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

HRID 1788362ノート

反応式

HRID 1788362 の反応式
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]

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium Hydroxide2 回HCID 1233504-(Methylsulfonyl)phenolHCID 222278114-Chloromethyl-2-methylquinoline hydrochloride

生成物 1

HCID 230180214-(4-Methanesulfonylphenoxymethyl)-2-methylquinoline収率 93.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d05dd29f2db04dc4804249e9be8624c8
出典データセット
uspto-grants-2009_03
特許番号
US07511144B2

反応ノート

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