(2-Hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate → 3-(2-Hydroxy-5-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate

HRID 1523096Notes

Reaction equation

HRID 1523096 reaction equation
[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31](OC)=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:19])[CH:17]=2)[N:12]([CH2:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:11]1=[O:26])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:37](OC1C2C(=CC=C(C)C=2)N(CCCC(C)C)C1=O)(=[O:44])C1C=CC=CC=1>>[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[C:32]([O:44][CH3:37])[CH:31]=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:19])[CH:17]=2)[N:12]([CH2:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:11]1=[O:26])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 86301599(2-Hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoateHCID 904164825-Methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate

Product 1

HCID 863014363-(2-Hydroxy-5-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate

Procedure

This compound was prepared in a similar manner to 3-(2-hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate by reacting 5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate with tert-butyl (2-(hydroxymethyl)-4-methoxyphenyl)carbonate. 1H-NMR δ 8.06 (d, 2H), 7.58 (t, 1H), 7.45 (t, 2H), 7.13 (d, 2H), 6.85 (d, 1H), 6.65 (m, 2H), 6.02 (bs, H), 5.88 (bs, OH), 3.70 (m, 2H), 3.47 (s, 3H), 3.38 (m, 2H), 2.32 (s, 3H), 1.48 (m, 1H), 1.27 (m, 2H), 1.12 (m, 2H), 0.84 (d, 6H). Calculated mass for C30H33NO5, 487.24, observed, 510.3 (M+Na).

Sources & evidence

ORD record
ord-39ecfeb468cb47ec90b3034c212e1a44
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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