Potassium Carbonate → N-Crotyl,N-trifluoroacetyl-2-iodo-4-chlorophenethylamine

HRID 2108565ノート

反応式

HRID 2108565 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[I:15])=[O:4].C([O-])([O-])=O.[K+].[K+].[CH2:24](Br)[CH:25]=[CH:26][CH3:27]>CN(C)C=O.CCOC(C)=O>[CH2:24]([N:5]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[I:15])[C:3](=[O:4])[C:2]([F:16])([F:1])[F:17])[CH:25]=[CH:26][CH3:27]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 1224142-Butene, 1-bromo-HCID 22292821N-trifluoroacetyl-2-iodo-4-chlorophenethylamine

生成物 1

HCID 86611334N-Crotyl,N-trifluoroacetyl-2-iodo-4-chlorophenethylamine収率 36.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of N-trifluoroacetyl-2-iodo-4-chlorophenethylamine (6.2 g, 15.8 mmol) in dimethylformamide (350 mL) was treated with K2CO3 (15.8 g, 114 mmol) and crotyl bromide (6.0 g, 44 mmol) sequentially, the mixture was stirred at 60 C for 16 hours and then cooled to 20 C. The mixture was diluted with EtOAc (350 mL), washed with water (3×300 mL), dried with Na2SO4 and concentrated. Flash chromatography (5-15% EtOAc in hexane) resulted in 2.5 g of a clear oil. MS calculated for C14H14ClF3INO+H: 432, observed: 432.

後処理

  1. temperaturecooled to 20 C
  2. washwashed with water (3×300 mL)
  3. dry with materialdried with Na2SO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-e227eed5404b4b26b60790a8416bdc4d
出典データセット
uspto-grants-2009_04
特許番号
US07514422B2

反応ノート

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