(5-Chlorobenzofuran-3-yl)methanol → 4-((5-Chlorobenzofuran-3-yl)methoxy)benzaldehyde

HRID 717687Notes

Reaction equation

HRID 717687 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[C:7]([CH2:10][OH:11])[C:6]=2[CH:12]=1.C12([C:23]3[CH:24]=[C:25]([CH:28]=[CH:29][C:30]=3OC)[CH:26]=[O:27])CC3CC(CC(C3)C1)C2>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[C:7]([CH2:10][O:11][C:30]3[CH:29]=[CH:28][C:25]([CH:26]=[O:27])=[CH:24][CH:23]=3)[C:6]=2[CH:12]=1

Participants

3

Reactant 2

HCID 3757833(5-Chlorobenzofuran-3-yl)methanolHCID 540295304-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

Product 1

HCID 870749844-((5-Chlorobenzofuran-3-yl)methoxy)benzaldehydeYield 9%

Procedure

When the product of Step A was substituted for 3-(1-admantanyl)-4-methoxy benzaldehyde in Example 32, Step B, the similar procedure afforded the title compound in 9% yield, as pale paste. 1H-NMR (CDCl3) 9.89 (s, 1H); 7.84 (d, 2H, J=8.74 Hz); 7.72 (s, 1H); 7.60 (d, 1H, J=2.07 Hz); 7.41 (d, 1H, J=8.76 Hz); 7.28 (dd, 1H, J=8.75, 2.09 Hz); 7.09 (d, 2H, J=8.73 Hz); 5.23 (s, 2H).

Sources & evidence

ORD record
ord-98eba0c2526649a995c19285b110012b
Source dataset
uspto-grants-2015_11
Patent number
US09193716B2

Reaction notes

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