6-(4-Methoxy-2-nitrophenoxy)-2-phenylchroman → 7-(4-Methoxy-2-nitrophenoxy)-3-phenylchroman

HRID 31312Notes

Reaction equation

HRID 31312 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6](OC2C=C3C(=CC=2)OC(C2C=CC=CC=2)CC3)=[C:5]([N+:26]([O-:28])=[O:27])[CH:4]=1.[C:29]1([CH:35]2[CH2:44][C:43]3[C:38](=[CH:39][C:40]([OH:45])=[CH:41][CH:42]=3)[O:37][CH2:36]2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([O:45][C:40]2[CH:39]=[C:38]3[C:43]([CH2:44][CH:35]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:36][O:37]3)=[CH:42][CH:41]=2)=[C:5]([N+:26]([O-:28])=[O:27])[CH:4]=1

Participants

3

Reactant 2

HCID 179785656-(4-Methoxy-2-nitrophenoxy)-2-phenylchromanHCID 204967613-Phenylchroman-7-ol

Product 1

HCID 179784877-(4-Methoxy-2-nitrophenoxy)-3-phenylchroman

Procedure

7-(4-Methoxy-2-nitrophenoxy)-3-phenylchroman was prepared as described for 6-(4-methoxy-2-nitrophenoxy)-2-phenylchroman in Example 3(a) using 0.5 g of 3-phenylchroman-7-ol. 1H NMR (400 MHz, d6-DMSO) δ: 7.60 (d, 1H, J 3.1 Hz), 7.35 (m, 4H), 7.32 (dd, 1H, J 9.1, 3.1 Hz), 7.27-7.29 (m, 1H), 7.21 (d, 1H, J 9.1 Hz), 7.12 (d, 1H, J 8.3 Hz), 6.48 (dd, 1H, J 8.3, 2.5 Hz), 6.38 (d, 1H, J 2.5 Hz), 4.26 (dd, 1H, J 10.4, 3.5 Hz), 4.08 (t, 1H, J 10.4 Hz), 3.85 (s, 3H), 3.20 (m, 1H), 2.90-3.04 (m, 2H).

Sources & evidence

ORD record
ord-eb43d593ee114ea290809ea3490b3f1f
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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