3-Iodo-6-methoxy-2-methylbenzo[b]thiophene → 7-Isopropoxy-6-methoxy-2-methylbenzo[b]thiophene

HRID 1192011Notes

Reaction equation

HRID 1192011 reaction equation
I[C:2]1[C:3]2[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][CH:15]([CH3:17])[CH3:16])[C:4]=2[S:5][C:6]=1[CH3:7].IC1C2C=CC(OC)=CC=2SC=1C>>[CH:15]([O:14][C:8]1[C:4]2[S:5][C:6]([CH3:7])=[CH:2][C:3]=2[CH:11]=[CH:10][C:9]=1[O:12][CH3:13])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 672872223-Iodo-6-methoxy-2-methylbenzo[b]thiopheneHCID 672873863-Iodo-7-isopropoxy-6-methoxy-2-methylbenzo[b]thiophene

Product 1

HCID 672866227-Isopropoxy-6-methoxy-2-methylbenzo[b]thiopheneYield 67%

Procedure

When 3-iodo-7-isopropoxy-6-methoxy-2-methylbenzo[b]thiophene was substituted for 3-iodo-6-methoxy-2-methylbenzo[b]thiophene in Step C of Comparator D, the identical process provided the title compound in 67% yield, as a heavy colourless syrup. 1H-NMR (CDCl3) 1.33 (d, 6H, J=6.14 Hz); 2.51 (s, 3H); 3.88 (s, 3H); 4.69 (m, 1H, J=6.14 Hz); 6.84 (, 1H); 6.96 (d, 1H, J=8.51 Hz); 7.27 (d, 1H, J=8.51 Hz).

Sources & evidence

ORD record
ord-5aca31aec6da4e738576aa28ad88f022
Source dataset
uspto-grants-2014_03
Patent number
US08680135B2

Reaction notes

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