5-Cyclohexylidene-2,2-dimethyl-1,3-dioxane-4,6-dione → 5-(1-(3-Methoxyphenyl)cyclohexyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

HRID 1662586Notes

Reaction equation

HRID 1662586 reaction equation
[C:1]1(=[C:7]2[C:12](=[O:13])[O:11][C:10]([CH3:15])([CH3:14])[O:9][C:8]2=[O:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([Mg]Br)[CH:22]=[CH:23][CH:24]=1.CC1C=C(COC2C=C(CCC(O)=O)C=CC=2)C=CC=1C1C=CC=C(OC)C=1>>[CH3:17][O:18][C:19]1[CH:24]=[C:23]([C:1]2([CH:7]3[C:12](=[O:13])[O:11][C:10]([CH3:14])([CH3:15])[O:9][C:8]3=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 5972015-Cyclohexylidene-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 252612983-(3-(((2-Methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoic acidHCID 178490745HCID 178490745, compound

Product 1

HCID 113365205-(1-(3-Methoxyphenyl)cyclohexyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

Procedure

5-(2-(3-Methoxyphenyl)propan-2-yl)-2,2-dimethyl-1,3-dioxane-4,6-dione (105.B) was prepared from 105.A and (3-methoxyphenyl)magnesium bromide (1.0 M in THF solution from Aldrich) using a procedure described in Huang, X.; et. al.; Tetrahedron Letters; 1982, (1); pp. 75-76. MS ESI (neg.) m/e: 331.1 (M−H)−.

Sources & evidence

ORD record
ord-ee23b7a96bd64ac8817f82c6608ef90b
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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