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

HRID 889144노트

반응식

HRID 889144 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4b66c80d7b7b4579a674d034a7875193
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252810B2

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