2-(1-Chloro-3-methylnaphthalen-2-yl)-2-(1,1,1-trifluoro-2-methylpropan-2-yloxy)ethyl pivalate → 2-(1-Chloro-3-methylnaphthalen-2-yl)-2-(1,1-difluoro-2-methylpropan-2-yloxy)ethyl pivalate
Reaction equation
[C:1]([O:7][CH2:8][CH:9]([C:18]1[C:27]([CH3:28])=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]=1[Cl:29])[O:10][C:11]([CH3:17])([CH3:16])[C:12](F)([F:14])[F:13])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].ClC1C2C(=CC=CC=2)C=C(C)C=1C(OC(C)(C)C(F)F)CO>>[C:1]([O:7][CH2:8][CH:9]([C:18]1[C:27]([CH3:28])=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]=1[Cl:29])[O:10][C:11]([CH3:17])([CH3:16])[CH:12]([F:14])[F:13])(=[O:6])[C:2]([CH3:5])([CH3:3])[CH3:4]Participants
3
Reactant 2
Product 1
Procedure
Compound 2-(1-chloro-3-methylnaphthalen-2-yl)-2-(1,1-difluoro-2-methylpropan-2-yloxy)ethyl pivalate was prepared following the procedure used to prepare 2-(1-chloro-3-methylnaphthalen-2-yl)-2-(1,1,1-trifluoro-2-methylpropan-2-yloxy)ethyl pivalate of Example 31, except that 2-(1-chloro-3-methylnaphthalen-2-yl)-2-(1,1-difluoro-2-methylpropan-2-yloxy)ethanol was used instead of 2-(1-chloro-3-methylnaphthalen-2-yl)-2-(1,1,1-trifluoro-2-methylpropan-2-yloxy)ethanol. 1H-NMR: 400 MHz, (CDCl3) δ 8.27 (d, J=8.0 Hz, 1H), 7.73 (d, J=8.8 Hz, 1H), 7.57 (s, 1H), 7.56-7.50 (m, 2H), 6.01 (dd, J=8.4, 4.8 Hz, 1H), 5.53 (t, J=56.4 Hz, 1H), 4.47 (dd, J=11.6, 8.4 Hz, 1H), 4.19 (dd, J=11.6, 5.6 Hz, 1H), 2.72 (s, 3H), 1.27 (s, 6H), 1.16 (s, 9H).
Sources & evidence
- ORD record
- ord-cfcfa75cafad48cea26459f67a7abad4
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09284323B2
Reaction notes
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