Methyl iodide → HCID 22574265, compound

HRID 1994217Notes

Reaction equation

HRID 1994217 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:23]=[CH:22][C:6]([C:7]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)([OH:11])[C:8]([OH:10])=[O:9])=[CH:5][CH:4]=1.[CH2:26]1CCN2C(=NCCC2)CC1.CI>C(#N)C>[F:1][C:2]([F:24])([F:25])[C:3]1[CH:23]=[CH:22][C:6]([C:7]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:20])[F:21])=[CH:14][CH:13]=2)([OH:11])[C:8]([O:10][CH3:26])=[O:9])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22574198HCID 22574198, compound

Product 1

HCID 22574265HCID 22574265, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

38.5 g (0.115 mol) of 4,4′-di(trifluoromethyl)benzilic acid, 30.5 g (0.20 mol) of DBU, and 56.8 g (0.40 mol) of methyl iodide are reacted in 400 ml acetonitrile analogously to step I.10.3. The product is purified by flash chromatography (eluant cyclohexane/ethyl acetate 95:5). Yield: 20.05 g of white crystals (46% of theory); melting point: 68° C.

Workup

  1. customThe product is purified by flash chromatography (eluant cyclohexane/ethyl acetate 95:5)

Sources & evidence

ORD record
ord-16d0c4ca26244e25af9c18a410805b58
Source dataset
uspto-grants-2010_01
Patent number
US07652138B2

Reaction notes

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