1-Bromohexane → 5-Methyl-1-(4-methylpentyl)indoline-2,3-dione

HRID 1523039Notes

Reaction equation

HRID 1523039 reaction equation
C(N1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10]C=2)[C:6](=O)C1=O)CC.[CH3:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20](=[O:25])[C:19]2=[O:26].BrCCCCCC>>[CH3:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[N:21]([CH2:10][CH2:9][CH2:8][CH:7]([CH3:12])[CH3:6])[C:20](=[O:25])[C:19]2=[O:26]

Participants

4

Reactant 3

HCID 81011-BromohexaneHCID 118405-MethylisatinHCID 16450901-propyl-1H-indole-2,3-dione

Product 1

HCID 831576125-Methyl-1-(4-methylpentyl)indoline-2,3-dione

Procedure

This compound was prepared in a similar method as 1-propylindoline-2,3-dione by reacting commercially available 5-methyl isatin (purchase from Fisher Scientific) with commercially available 1-bromo-5-methylpentane (purchase from Fisher Scientific). 1H NMR δ 7.42 (s, 1H), 7.38 (ddd, 1H), 6.79 (d, 1H), 3.68 (t, 2H), 3.34 (s, 3H), 1.69 (m, 2H), 1.60 (m, 1H), 1.27 (m, 2H), 0.88 (d, 6H).

Sources & evidence

ORD record
ord-8f1d497fc8734321bf3c2784c28d6761
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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