2-Phenylchroman-6-ol → 5-Methoxy-2-phenylindane
Reaction equation
C1(C2CCC3C(=CC=C(O)C=3)O2)C=CC=CC=1.[CH3:18][O:19][C:20]1[CH:28]=[C:27]2[C:23]([CH2:24][CH:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:26]2=O)=[CH:22][CH:21]=1>>[CH3:18][O:19][C:20]1[CH:28]=[C:27]2[C:23](=[CH:22][CH:21]=1)[CH2:24][CH:25]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:26]2Participants
3
Procedure
5-Methoxy-2-phenylindane was prepared as described for 2-phenylchroman-6-ol in Example 1(a) using 600 mg of 6-methoxy-2-phenylindan-1-one. 1H-NMR (400 MHz, d6-DMSO): 7.32-7.27 (m, 4H), 7.21-7.18 (m, 1H), 7.13 (d, 1H, J 8.2 Hz), 6.83 (d, 1H, J 2.4 Hz), 6.72 (dd, 1H, J 2.4, 8.2 Hz), 3.72 (s, 3H), 3.64 (k, 1H, J 8.5 Hz), 3.23 (dt, 2H, J 8.5, 15.9 Hz), 2.92 (m, 2H).
Sources & evidence
- ORD record
- ord-5a3c228aafa64ef8ac1e5eb2535c932e
- Source dataset
- uspto-grants-2009_01
- Patent number
- US07482340B2
Reaction notes
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