1-Bromo-3-chloropropane → 5-(3-chloropropyl)hexahydro-1H-furo[3,4-c]pyrrole

HRID 712439ノート

反応式

HRID 712439 の反応式
[CH2:1]1[CH:5]2[CH2:6][NH:7][CH2:8][CH:4]2[CH2:3][O:2]1.C([O-])([O-])=O.[K+].[K+].[Cl:15][CH2:16][CH2:17][CH2:18]Br>CC(C)=O>[Cl:15][CH2:16][CH2:17][CH2:18][N:7]1[CH2:6][CH:5]2[CH2:1][O:2][CH2:3][CH:4]2[CH2:8]1

参加物

5

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 21421150Hexahydro-1H-furo[3,4-c]pyrrole

生成物 1

HCID 867294855-(3-chloropropyl)hexahydro-1H-furo[3,4-c]pyrrole収率 51.7%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of hexahydro-1H-furo[3,4-c]pyrrole (0.15 g) in acetone (50 mL) was added K2CO3 (0.46 g) and 1-chloro-3-bromopropane (0.42 g, 2.0 eq) in turn. The reaction mixture was heated to reflux for 12 h and filtered. The filtrate was concentrated in vacuo and the residue was dissolved in EtOAc (100 mL). The solution was washed with water twice followed by brine once. The solution was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) EA/CH3OH) to give the title compound (0.13 g, 50.04%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 190.7 (M+1).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. dissolutionthe residue was dissolved in EtOAc (100 mL)
  6. washThe solution was washed with water
  7. dry with materialThe solution was dried over anhydrous Na2SO4
  8. concentrationconcentrated in vacuo
  9. customThe residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) EA/CH3OH)

出典と根拠

ORDレコード
ord-0d551476c236425b80423284da40c02b
出典データセット
uspto-grants-2015_11
特許番号
US09181277B2

反応ノート

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