HCID 9990749, compound → HCID 15285941, compound

HRID 2289399Notes

Reaction equation

HRID 2289399 reaction equation
[C:1]1([C:12]2[CH2:22]CCC[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH:13]=2)CCCCCCCCNN=1.[CH3:23][C:24]1(C)C2C=CC=CC=2[Se:26][NH:25]1>BrCC>[CH3:22][C:12]1([CH3:1])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=2[Se:26][N:25]1[CH2:24][CH3:23]

Participants

4

Reactant 2

HCID 9990749HCID 9990749, compoundHCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene2×

Product 1

HCID 15285941HCID 15285941, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6332Ethyl BromideSolvent

Procedure

Diazabicycloundecene (380 mg; 2.5 mmole) was added to a solution of derivative 3,3-dimethyl-benzisoselenazoline (107 mg; 0.5 mmole) obtained above in bromoethane (1.5 ml). The mixture was stirred at room temperature for 10 h, then the same quantity of diazabicycloundecene was added again. After 14 h at room temperature, the bromoethane was evaporated off under reduced pressure. The desired product was obtained in the form of a very viscous yellow oil after purification by liquid chromatography on a silica column (eluent: cyclohexane-ethyl acetate, 6/1).

Workup

  1. waitAfter 14 h at room temperature
  2. customthe bromoethane was evaporated off under reduced pressure

Sources & evidence

ORD record
ord-6e5f14599dd64215bcf6da0b570f9add
Source dataset
uspto-grants-2000_07
Patent number
US06093532

Reaction notes

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