HCID 86087074, compound → HCID 86087076, compound

HRID 1992998Notes

Reaction equation

HRID 1992998 reaction equation
[CH3:1][C:2]1[C:3](=[O:18])[C:4]([O:16]C)(OC)[C:5]=1[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([Mg]Br)=[CH:23][CH:22]=1>>[OH:18][C:3]1([C:24]2[CH:25]=[CH:26][C:21]([O:20][CH3:19])=[CH:22][CH:23]=2)[C:4](=[O:16])[C:5]([C:6]2[CH:7]=[CH:8][C:9]([O:12][CH3:13])=[CH:10][CH:11]=2)=[C:2]1[CH3:1]

Participants

3

Reactant 2

HCID 86087074HCID 86087074, compoundHCID 178491912HCID 178491912, compound

Product 1

HCID 86087076HCID 86087076, compound

Procedure

Synthesized according to the procedure utilized for Example 46 (Step 2) using 2-methyl-4,4-bis(methyloxy)-3-[4-(methyloxy)phenyl]-2-cyclobuten-1-one (260) and 4-methoxyphenylmagnesium bromide. 1H NMR (CDCl3, 300 MHz) δ 7.39-7.29 (m, 4H), 7.10-6.88 (m, 4H), 3.88 (s, 3H), 3.85 (s, 3H), 2.47 (s, 3H). TLC (60:40; hexanes/EtOAc): Rf=0.23.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-94e8842566ef46b6a66aa86a39765c0b
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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