Methyl iodide → HCID 10697687, compound

HRID 612590Notes

Reaction equation

HRID 612590 reaction equation
[I:1][CH3:2].[CH:3]([O:6][C:7]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:15][C:14]=2[O:23][CH3:24])=[C:11]([C:25]2[O:26][CH2:27][C:28]([CH3:31])([CH3:30])[N:29]=2)[CH:10]=[CH:9][CH:8]=1)([CH3:5])[CH3:4]>CS(C)=O.CCOCC>[I-:1].[CH:3]([O:6][C:7]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:15][C:14]=2[O:23][CH3:24])=[C:11]([C:25]2[O:26][CH2:27][C:28]([CH3:31])([CH3:30])[N+:29]=2[CH3:2])[CH:10]=[CH:9][CH:8]=1)([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 11795100HCID 11795100, compound

Product 1

HCID 10697687HCID 10697687, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 3283Diethyl EtherSolvent

Procedure

Add iodomethane (12.43 g, 0.0875 mole) to a stirred solution of 2-(6,4'-diisopropyloxy-2'-methoxy-biphenyl-2-yl)-4,4-dimethyloxazoline (5.80 g, 0.0146 mole) in dry DMSO (30 mL). Stir the resulting mixture for about 72 hours, then dilute with ether (600 mL). Collect the precipitated solid by filtration, then triturate with CHCl3 (400 mL) and filter. Discard the insoluble solid and concentrate the filtrate to obtain the title compound as an off-white solid. m.p. 213°-214° C.

Workup

  1. customCollect the precipitated solid
  2. filtrationby filtration
  3. customtriturate with CHCl3 (400 mL)
  4. filtrationfilter
  5. concentrationconcentrate the filtrate

Sources & evidence

ORD record
ord-5438423233f949a99dc18dcbc72f0ed8
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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