4-Iodo-N-methoxy-N-methyl-benzamide → 1-(4-Iodophenyl)-2,3-bis(3-methoxyphenyl)propan-1-one

HRID 534246Notes

Reaction equation

HRID 534246 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][Mg]Cl.[I:12][C:13]1[CH:24]=[CH:23][C:16]([C:17](N(OC)C)=[O:18])=[CH:15][CH:14]=1>>[I:12][C:13]1[CH:14]=[CH:15][C:16]([C:17](=[O:18])[CH:6]([C:5]2[CH:9]=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:6][C:5]2[CH:9]=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 54617564-Iodo-N-methoxy-N-methyl-benzamideHCID 178490222HCID 178490222, compound

Product 1

HCID 706516181-(4-Iodophenyl)-2,3-bis(3-methoxyphenyl)propan-1-one

Procedure

The title compound was prepared from (3-methoxybenzyl)magnesium chloride and 4-iodo-N-methoxy-N-methylbenzamide following the procedure outlined for Intermediate 1. 1H NMR (400 MHz, DMSO-d6): δ 7.84 (d, 2H), 7.77 (d, 2H), 7.17 (t, 1H), 7.10 (t, 1H), 6.88-6.83 (m, 2H), 6.77-6.65 (m, 4H), 5.17 (t, 1H), 3.68 (s, 3H), 3.66 (s, 3H), 3.38 (dd, 1H), 2.96 (dd, 1H).

Sources & evidence

ORD record
ord-c93e7ae48e244766a4dec95c65ddf92d
Source dataset
uspto-grants-2014_10
Patent number
US08853423B2

Reaction notes

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