Methyl Ethyl Ketone → Anisole

HRID 930796Notes

Reaction equation

HRID 930796 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].O1CCC[CH2:8]1.[CH2:12]([C:16](C)=O)[CH:13](C)[CH3:14].C(C(C)=O)C>CC(C)=O.C(OC)(C)(C)C.O1CCOCC1.C(#N)C.C(O)C.CO.[N+](C)([O-])=O>[C:1]([O:4][CH:5]([CH3:8])[CH3:6])(=[O:3])[CH3:2].[C:5]1([O:4][CH3:1])[CH:6]=[CH:14][CH:13]=[CH:12][CH:16]=1

Participants

13

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 7909Methyl Isobutyl KetoneHCID 8028TetrahydrofuranHCID 8857Ethyl Acetate

Product 2

HCID 7519AnisoleHCID 7915Isopropyl Acetate

Reagents, catalysts & solvents 7

HCID 180AcetoneSolventHCID 702EthanolSolventHCID 887MethanolSolventHCID 6342AcetonitrileSolventHCID 6375NitromethaneSolventHCID 15413tert-Butyl methyl etherSolventHCID 312751,4-DioxaneSolvent

Procedure

In some embodiments, Form A was obtained from ethyl acetate, isopropyl acetate, tetrahydrofuran, methyl isobutyl ketone (MIBK), methyl ethyl ketone (MEK), nitromethane, methanol, ethanol, acetonitrile, dioxane, methyl tert-butyl ether (MTBE), anisole, acetone, heptanes, a methanol/water mixture or an acetone/heptane mixture. In some embodiments, Form A was obtained from ethyl acetate, isopropyl acetate, tetrahydrofuran, methyl isobutyl ketone (MIBK), methyl ethyl ketone (MEK), nitromethane, methanol, ethanol, acetonitrile, dioxane, methyl tert-butyl ether (MTBE), anisole, acetone, heptanes, or an acetone/heptane mixture.

Sources & evidence

ORD record
ord-cfa59fb0125f49d7885492cae57c193d
Source dataset
uspto-grants-2016_03
Patent number
US09296753B2

Reaction notes

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