Hydrochloric Acid → Methyl 6-bromo-5,5,6,6-tetrafluoro-2-(3,3,3-trifluoropropylsulfonyl)hexanoate

HRID 1694768

反応式

HRID 1694768 の反応式
[Br:1][C:2]([F:10])([F:9])[C:3]([F:8])([F:7])[CH2:4][CH2:5]Br.[F:11][C:12]([F:24])([F:23])[CH2:13][CH2:14][S:15]([CH2:18][C:19]([O:21][CH3:22])=[O:20])(=[O:17])=[O:16].[H-].[Na+].Cl>CS(C)=O>[Br:1][C:2]([F:10])([F:9])[C:3]([F:8])([F:7])[CH2:4][CH2:5][CH:18]([S:15]([CH2:14][CH2:13][C:12]([F:23])([F:24])[F:11])(=[O:17])=[O:16])[C:19]([O:21][CH3:22])=[O:20]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 877191,4-Dibromo-1,1,2,2-tetrafluorobutaneHCID 57425720Methyl 2-(3,3,3-trifluoropropylsulfonyl)acetate

生成物 1

HCID 59370910Methyl 6-bromo-5,5,6,6-tetrafluoro-2-(3,3,3-trifluoropropylsulfonyl)hexanoate収率 27.2%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 1.2 g of 1,4-dibromo-1,1,2,2-tetrafluorobutane and 1.0 g of methyl (3,3,3-trifluoropropylsulfonyl)acetate in 30 ml of dimethyl sulfoxide was added 0.2 g of sodium hydride (60% in oil) at room temperature. The mixture was stirred at the same temperature for 3 days. To the reaction mixture was added 10% hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography to obtain 0.50 g of methyl 6-bromo-5,5,6,6-tetrafluoro-2-(3,3,3-trifluoropropylsulfonyl)hexanoate (hereinafter referred to as the present compound (4)).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0940b8c9ec2a4bc481aa1c46454dd26c
出典データセット
uspto-grants-2012_04
特許番号
US08158829B2

関連ノート

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