4-Methyloxybenzyl chloride → HCID 86300967, compound
Reaction equation
C([O:9][CH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:19])[CH:17]=2)[N:12]([CH2:20][CH3:21])[C:11]1=[O:22])(=O)C1C=CC=CC=1.[CH3:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Cl)=[CH:27][CH:26]=1>>[CH2:20]([N:12]1[C:13]2[C:18](=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[C:10]([OH:9])([CH2:29][C:28]2[CH:31]=[CH:32][C:25]([O:24][CH3:23])=[CH:26][CH:27]=2)[C:11]1=[O:22])[CH3:21]Participants
3
Procedure
This compound was made in an analogous fashion to 11-ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one using 1-ethyl-5-methyl-2-oxoindolin-3-yl benzoate: and 4-methoxy benzyl chloride (purchased from Fisher Scientific). 1H-NMR δ 7.11 (s, 1H), 7.05 (dd, 1H), 6.83 (d, 2H), 6.65 (d, 2H), 6.56 (d, 1H), 3.72 (s, 3H), 3.64 (m, 1H), 3.40 (m, 1H), 3.24 (d, 1H), 3.12 (d 1H), 2.34 (s, 3H), 2.0 (bs, OH), 0.94 (t, 3H). Calculated mass for C19H21NO3, 311.15. Observed 334.1 (M+Na).
Sources & evidence
- ORD record
- ord-6b8fbe207d4941048bb81b9f93509527
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
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