HCID 54265004, compound → HCID 54444015, compound

HRID 1281418Notes

Reaction equation

HRID 1281418 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]1[CH:10]=[C:9](I)[C:8]([O:12][CH2:13][O:14][CH3:15])=[C:7](Br)[CH:6]=1)[CH3:2].C(OC(=O)[C:22]1[CH:27]=[C:26](Br)[C:25]([O:29][CH2:30][O:31]C)=[C:24](Br)[CH:23]=1)C>>[CH2:1]([O:3][C:4](=[O:17])[C:5]1[CH:10]=[C:9]([C:22]2[CH:27]=[CH:26][C:25]3[O:29][CH2:30][O:31][C:24]=3[CH:23]=2)[C:8]([O:12][CH2:13][O:14][CH3:15])=[C:7]([C:22]2[CH:23]=[CH:24][C:25]3[O:29][CH2:30][O:31][C:26]=3[CH:27]=2)[CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 54265004HCID 54265004, compoundHCID 54329281HCID 54329281, compound

Product 1

HCID 54444015HCID 54444015, compound

Procedure

3,5-Bis-(3,4-methylenedioxyphenyl)-4-methoxymethoxybenzoic acid ethyl ester was prepared as a white solid (3.1 g, 42.4%) in a similar manner to Step 1 of Example 143 from a 2:1 mixture of 3-bromo-4-methoxymethoxy-5-iodobenzoic acid ethyl ester and 3,5-dibromo-4-methoxymethoxybenzoic acid ethyl ester. There also yielded 780 mg of the monoarylated product. 1H NMR (CDCl3) δ 1.37 (t, J=8.18 Hz, 3H); 2.80 (s, 3H); 4.36 (quartet, J=8.18 Hz, 2H); 4.46 (s, 2H); 6.00 (s, 4H); 6.87 (d, J=8.18 Hz, 2H); 7.05 (dd, J=8.18 Hz, 1.63 Hz, 2H); 7.11 (d, J=1.23 Hz, 2H); 7.95 (s, 2H).

Sources & evidence

ORD record
ord-7f141ee59cdc4eb7b58aca8355bacfd7
Source dataset
uspto-grants-2002_09
Patent number
US06451827B2

Reaction notes

Loading…