Dimethylformamide → 1-Bromo-2-(chloromethyl)-3-fluorobenzene

HRID 889144ノート

反応式

HRID 889144 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9]O.CN(C)C=O.[OH-].[Na+].S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1.O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][Cl:20]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 44181801(2-Bromo-6-fluorophenyl)methanol

生成物 1

HCID 547587241-Bromo-2-(chloromethyl)-3-fluorobenzene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

After dissolving (2-bromo-6-fluorophenyl)methanol (CAS 261723-33-5) (4.07 g) in toluene (50 ml), thionyl chloride (2.21 ml) was added dropwise while stirring on ice. N,N-Dimethylformamide (0.1 ml) was then added and the mixture was stirred for 6 hours. The reaction mixture was diluted with water, a 1N aqueous solution of sodium hydroxide was added and extraction was performed with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure to obtain the title compound (4.45 g).

後処理

  1. additionwas added dropwise
  2. stirringthe mixture was stirred for 6 hours
  3. extractionextraction
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationAfter filtration
  7. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-4b66c80d7b7b4579a674d034a7875193
出典データセット
uspto-grants-2012_08
特許番号
US08252810B2

反応ノート

読み込み中…