Diethyl Ether → 2-Methyl-1-(2,4,6-trimethylphenyl)propan-2-ol

HRID 966101Notes

Reaction equation

[Mg].[CH3:2]I.[CH3:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:6]=1[CH2:13]C(OC)=O.C([O:20][CH2:21][CH3:22])C>>[CH3:2][C:21]([OH:20])([CH3:22])[CH2:13][C:6]1[C:7]([CH3:12])=[CH:8][C:9]([CH3:11])=[CH:10][C:5]=1[CH3:4]

Participants

Reactant 4

HCID 3283Diethyl Ether

HCID 6328Methyl iodide

HCID 5462224Magnesium

HCID 13524810Methyl 2,4,6-trimethylbenzeneacetate

Product 1

HCID 223145482-Methyl-1-(2,4,6-trimethylphenyl)propan-2-olYield 79%

Procedure

97 g (79%) of the title compound is prepared from 38 g of magnesium and 222 g of methyl iodide in 1.2 L of diethyl ether and 116 g of methyl (2,4,6-trimethylphenyl)acetate under standard conditions in a Grignard reaction. bp15: 140° C.

Workup

custom140° C.

Sources & evidence

ORD record: ord-f09eb783a8ef4b3d81fd1e1a96f1e762
Source dataset: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06951888B2

Reaction notes

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