Water → N-Allyl-N-(4-fluorophenyl)amine

HRID 2241325노트

반응식

HRID 2241325 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.Br[CH2:10][CH:11]=[CH2:12].C([O-])([O-])=O.[K+].[K+].O>C1COCC1.CCOC(C)=O>[CH2:12]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH:11]=[CH2:10]

참가 물질

7

반응물 4

HCID 962WaterHCID 7841Allyl bromideHCID 97314-FluoroanilineHCID 11430Potassium Carbonate

생성물 1

HCID 11829634N-Allyl-N-(4-fluorophenyl)amine수율 47%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A suspension of 4-fluorobenzenamine (25 g, 225 mmol), 3-bromoprop-1-ene (19.0 ml, 225 mmol) and K2CO3 (31.1 g, 225 mmol) was stirred in THF (1 L) for 2 days. Water (20 mL) and EtOAc (1 L) were added into the reaction mixture. The organic layer was separated and washed with brine, dried with Na2SO4, filtered and concentrated. The residue was purified by flash column chromatography (20% EtOAc in hexane) to afford the product (16 g, 47.0% yield) as an orange oil.

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by flash column chromatography (20% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-a513d7b46d264a15a56d836f2288dd95
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723330B2

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