5-(2-Nitrophenoxy)-2-phenylindane → 2-(2-Phenylindan-5-yloxy)phenylamine

HRID 31246Notes

Reaction equation

HRID 31246 reaction equation
C1(C2CCC3C(=CC=C(OC4C=CC=CC=4N)C=3)O2)C=CC=CC=1.[N+:25]([C:28]1[CH:49]=[CH:48][CH:47]=[CH:46][C:29]=1[O:30][C:31]1[CH:32]=[C:33]2[C:37](=[CH:38][CH:39]=1)[CH2:36][CH:35]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:34]2)([O-])=O>>[C:40]1([CH:35]2[CH2:34][C:33]3[C:37](=[CH:38][CH:39]=[C:31]([O:30][C:29]4[CH:46]=[CH:47][CH:48]=[CH:49][C:28]=4[NH2:25])[CH:32]=3)[CH2:36]2)[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Participants

3

Reactant 2

HCID 179785345-(2-Nitrophenoxy)-2-phenylindaneHCID 179785582-(2-Phenylchroman-6-yloxy)-aniline

Product 1

HCID 179786522-(2-Phenylindan-5-yloxy)phenylamine

Procedure

2-(2-Phenylindan-5-yloxy)phenylamine was prepared as described for 2-(2-phenylchroman-6yloxy)-phenylamine in Example 29(b) using 170 mg of 5-(2-nitrophenoxy)-2-phenylindane. 1H-N (400 MHz, d6-DMSO): 7.32-7.27 (m, 4H), 7.23-7.16 (m, 2H), 6.92-6.87 (m, 1H), 6.81-6.71 (m, 4H), 6.56-6.53 (m, 1H), 4.85 (bs, 2H), 3.65 (k, 1H, J 8.3 Hz), 3.23 (dd, 2H, J 8.3, 15.5 Hz), 2.97-2.88 (m, 2H).

Sources & evidence

ORD record
ord-e33490f44b364434a807068d3670c16d
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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