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

HRID 2241325ノート

反応式

HRID 2241325 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 11829634N-Allyl-N-(4-fluorophenyl)amine収率 47%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-a513d7b46d264a15a56d836f2288dd95
出典データセット
uspto-grants-2010_05
特許番号
US07723330B2

反応ノート

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