Methyl iodide → HCID 22861100, compound

HRID 439847Notes

Reaction equation

HRID 439847 reaction equation
[CH:1]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:2]=1[CH:3]1[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH:4]1[NH:5]2.[C:17]([O-])([O-])=O.[K+].[K+].CI>C(#N)C>[CH3:17][C:1]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:2]=1[C@H:3]1[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][C@H:4]1[NH:5]2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2886325,5a, 6,10b-Tetrahydroindeno[2,1-b]indole

Product 1

HCID 22861100HCID 22861100, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 0.6 g (0.00289 mol) of 5,5a, 6,10b-tetrahydroindeno[2,1-b]indole, 0.9 g (0.00723 mol) of K2CO3 and 1.03 g (0.00723 mol) of methyl iodide in 10 ml of acetonitrile was stirred for over the night at room temperature. The resulting mixture was filtered and evaporated. The resulting residue was dissolved in ether and then washed twice with water. Drying (Na2SO4) and evaporation gave 0.25 g (39%) of the title compound. 1H NMR (CDCl3) δ, 2.78 (3H, s), 3.2 (2H, d), 4.3 (1H, m) 4.66 (1H, d), 6.37 (1H, d), 6.68(1H, t), 7.06 (1H, t), 7.13-7.18 (2H, m),7.22-7.26 (1H, m) 7.3-7.37 (2H, m).

Workup

  1. filtrationThe resulting mixture was filtered
  2. customevaporated
  3. dissolutionThe resulting residue was dissolved in ether
  4. washwashed twice with water
  5. customDrying
  6. custom(Na2SO4) and evaporation

Sources & evidence

ORD record
ord-34c617d2c1ae45cfbee165820e1dc9e1
Source dataset
uspto-grants-1996_05
Patent number
US05516788

Reaction notes

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