4-Methoxy-2-methyl-7-nitro-2,3-dihydro-isoindol-1-one → 4-Ethoxy-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one
Reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:4]=1[CH2:5][N:6]([CH3:16])[C:7]2=[O:15].O[C:18]1C=CC([N+]([O-])=O)=C2C=1CN(C)C2=O>>[CH2:1]([O:2][C:3]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:4]=1[CH2:5][N:6]([CH3:16])[C:7]2=[O:15])[CH3:18]Participants
3
Procedure
The title compound was prepare according to the procedure for 4-Methoxy-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (Compound 205B) using 4-Hydroxy-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one and iodoethane (Compound 205C, 28.8 uL, 0.360 mmol). 1H NMR (400 MHz, CD3OD) δ=1.47 (t, J=7.1 Hz, 3H), 3.17 (s, 3H), 4.27 (q, J=6.9 Hz, 2H), 4.43 (s, 2H), 7.23 (d, J=8.8 Hz, 1H), 7.90 (d, J=8.8 Hz, 1H). MS (ES+): m/z 251.21 (100) [MH+]; HPLC: tR=1.06 min (UPLC, Analytical).
Sources & evidence
- ORD record
- ord-8de9ae71fd3746b3b4a44286f1432227
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399433B2
Reaction notes
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