Ethyl 2-tert-butoxy-2-(7-chloro-1-hydroxy-3-methylnaphthalen-2-yl)acetate → Ethyl 2-tert-butoxy-2-(7-chloro-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate
Reaction equation
BrC1C=C2C(C=C(C)C(C(OCC3C=CC(OC)=CC=3)C(OCC)=O)=C2[O:12][S:13]([C:16]([F:19])([F:18])[F:17])(=O)=[O:14])=CC=1.[C:37]([O:41][CH:42]([C:48]1[C:57]([CH3:58])=[CH:56][C:55]2[C:50](=[CH:51][C:52]([Cl:59])=[CH:53][CH:54]=2)[C:49]=1[OH:60])[C:43]([O:45][CH2:46][CH3:47])=[O:44])([CH3:40])([CH3:39])[CH3:38]>>[C:37]([O:41][CH:42]([C:48]1[C:57]([CH3:58])=[CH:56][C:55]2[C:50](=[CH:51][C:52]([Cl:59])=[CH:53][CH:54]=2)[C:49]=1[O:60][S:13]([C:16]([F:19])([F:18])[F:17])(=[O:14])=[O:12])[C:43]([O:45][CH2:46][CH3:47])=[O:44])([CH3:38])([CH3:40])[CH3:39]Participants
3
Reactant 2
Product 1
Procedure
Ethyl 2-tert-butoxy-2-(7-chloro-3-methyl-1-(trifluoromethylsulfonyloxy)naphthalen-2-yl)acetate was prepared in a similar manner to ethyl 2-(7-bromo-3-methyl-1-(trifluoromethylsulfonyloxy)-naphthalen-2-yl)-2-(4-methoxybenzyloxy)acetate of Example 67, except using ethyl 2-tert-butoxy-2-(7-chloro-1-hydroxy-3-methylnaphthalen-2-yl)acetate. 1H-NMR: (400 MHz, CDCl3): δ 8.00 (d, J=2.0 Hz, 1H), 7.73 (d, J=8.6 Hz, 1H), 7.65 (s, 1H), 7.49 (dd, J=8.6, 2.0 Hz, 1H), 5.72 (s, 1H), 4.26-4.08 (m, 2H), 2.54 (s, 3H), 1.20 (s, 9H), 1.17 (t, J=7.0 Hz, 3H).
Sources & evidence
- ORD record
- ord-032d38cb3495491a8f0306ae3a01f138
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102614B2
Reaction notes
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