HCID 17978485, compound → 3-[6-(5-Nitropyridin-2-yloxy)chroman-2-yl]phenol

HRID 31253Notes

Reaction equation

HRID 31253 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[O:17][CH:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:15][CH2:14]3)=[N:8][CH:9]=1)([O-:3])=[O:2].[OH:27]C1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[O:17][CH:16]([C:21]2[CH:22]=[C:23]([OH:27])[CH:24]=[CH:25][CH:26]=2)[CH2:15][CH2:14]3)=[N:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 17978485HCID 17978485, compoundHCID 17978512Orm-10103

Product 1

HCID 179786503-[6-(5-Nitropyridin-2-yloxy)chroman-2-yl]phenol

Procedure

3-[6-(5-Nitropyridin-2-yloxy)chroman-2-yl]phenol was prepared as described for 5-nitro-2-(2-phenylchroman-6-yloxy)pyridine in Example 1 (b) starting from 2-(3-hydroxyphenyl)chroman-6-ol. 1H NMR (400 MHz, d6-DMSO) δ: 9.44 (s, 1H), 9.04 (d, 1H, J 2.8 Hz), 8.60 (dd, 1H, J 2.8, 9.1 Hz), 7.21-7.16 (m, 2H), 7.00-6.94 (m, 2H), 6.91-6.84 (m, 3H), 6.73-6.70 (m, 1H), 5.06 (dd, 1H, J 2.1, 9.9 Hz), 2.99-2.92 (m, 1H), 2.75-2.69 (m, 1H), 2.17-2.01 (m, 1H), 2.00-1.93 (m, 1H).

Sources & evidence

ORD record
ord-ec87550baa5744ad8d0192b9bc75285f
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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