2-Iodotoluene → 1-(3-o-Tolyl-2-propynyl)piperidine

HRID 6788

반응식

HRID 6788 반응식
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:8].[CH2:9]([N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[C:10]#[CH:11]>C(NCC)C.Cl[Pd-2](Cl)(P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[C:3]1([CH3:8])[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:11]#[C:10][CH2:9][N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

참가 물질

6

반응물 2

HCID 51282-IodotolueneHCID 3366521-(Prop-2-yn-1-yl)piperidine

생성물 1

HCID 120567831-(3-o-Tolyl-2-propynyl)piperidine수율 62.3%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418903HCID 178418903, 화합물촉매HCID 8021Diethylamine용매

실험 절차

A mixture of 2-iodotoluene (6.54 g), N-(2-propynyl)piperidine (3.69 g), dichlorobis(triphenylphosphino)palladium(II) (0.05 g) and copper(I) iodide (0.1 g) in dry diethylamine (50 ml) was heated under reflux for 5 hours. The solvent was removed under reduced pressure and the residue was taken up in diethyl ether and washed with water. The organic phase was dried over magnesium sulfate and concentrated completely under reduced pressure. Distillation of the residue under reduced pressure gave 3.98 g of an oil of boiling point 96–98° C./0.08 mm Hg.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. customThe solvent was removed under reduced pressure
  4. washwashed with water
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. concentrationconcentrated completely under reduced pressure
  7. distillationDistillation of the residue under reduced pressure

출처 및 근거

ORD 기록
ord-0f8d0671097c4c1fb7b5e5e1778ceb8b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084158B2

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