Ethyl Bromide → 1-ethyl-5-methyl-2,3-dihydro-1H-indole-2,3-dione

HRID 1523021Notes

Reaction equation

[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[C:5]1=[O:14])[CH2:2]C.[CH3:15]C1C=C2C(=CC=1)NC(=O)C2=O.C(Br)C>>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH3:15])=[CH:10][CH:11]=2)[C:6](=[O:13])[C:5]1=[O:14])[CH3:2]

Participants

Reactant 3

HCID 6332Ethyl Bromide

HCID 118405-Methylisatin

HCID 16450901-propyl-1H-indole-2,3-dione

Product 1

HCID 24713051-ethyl-5-methyl-2,3-dihydro-1H-indole-2,3-dione

Procedure

Was prepared in an analogous manner to 1-propylindoline-2,3-dione using commercially available 5-methyl isatin (purchased from Fisher Scientific) and ethyl bromide (purchased from Fisher Scientific). 1H-NMR δ 7.42-7.38 (m, 2H), 6.80 (d, 1H), 3.77 (q, 2H), 2.34 (s, 3H), 1.31 (t, 3H).

Sources & evidence

ORD record: ord-2d5057fbaff345b28e059dbdea3b6cdf
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09079853B2

Reaction notes

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