Maleic Anhydride → 3,5-bis[1-(4-bromobenzyl)-2-isopropyl-3-indolyl]-2(3H)-furanone

HRID 616789Notes

Reaction equation

HRID 616789 reaction equation
[Br:1][C:2]1[CH:47]=[CH:46][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH:16]([CH2:20][C:21]([C:23]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]([CH2:32][C:33]4[CH:38]=[CH:37][C:36]([Br:39])=[CH:35][CH:34]=4)[C:24]=3[CH:40]([CH3:42])[CH3:41])=O)C(O)=O)=[C:8]2[CH:43]([CH3:45])[CH3:44])=[CH:4][CH:3]=1.C1(=O)[O:53][C:51](=[O:52])C=C1.BrC1C=CC(CN2C3C(=CC=CC=3)C=C2C(C)C)=CC=1.C(N1C2C(=CC=CC=2)C(C(CC(C2C3C(=CC=CC=3)N(CC)C=2C)=O)C(O)=O)=C1C)C>>[Br:39][C:36]1[CH:37]=[CH:38][C:33]([CH2:32][N:25]2[C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:23]([CH:21]3[CH:20]=[C:16]([C:9]4[C:10]5[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=5)[N:7]([CH2:6][C:5]5[CH:46]=[CH:47][C:2]([Br:1])=[CH:3][CH:4]=5)[C:8]=4[CH:43]([CH3:45])[CH3:44])[O:53][C:51]3=[O:52])=[C:24]2[CH:40]([CH3:42])[CH3:41])=[CH:34][CH:35]=1

Participants

5

Reactant 4

HCID 7923Maleic AnhydrideHCID 198699391-(4-Bromobenzyl)-2-isopropylindoleHCID 204427222,4-Bis[1-(4-bromobenzyl)-2-isopropyl-3-indolyl]-4-oxobutanoic acidHCID 204427762,4-Bis(1-ethyl-2-methyl-3-indolyl)-4-oxobutanoic acid

Product 1

HCID 204427343,5-bis[1-(4-bromobenzyl)-2-isopropyl-3-indolyl]-2(3H)-furanone

Procedure

Following a procedure similar to that described above in part A of this example except that 2,4-bis[1-(4-bromobenzyl)-2-isopropyl-3-indolyl]-4-oxobutanoic acid (prepared by the interaction of maleic anhydride and 1-(4-bromobenzyl)-2-isopropylindole in a similar manner to that described in Example 3, part A) is used in place of 2,4-bis(1-ethyl-2-methyl-3-indolyl)-4-oxobutanoic acid, there is obtained 3,5-bis[1-(4-bromobenzyl)-2-isopropyl-3-indolyl]-2(3H)-furanone (Formula II: R=4-BrC6H4CH2 ; R1 =(CH3)2CH; Y=H).

Sources & evidence

ORD record
ord-d89d23e37f354594b9303039530949c2
Source dataset
uspto-grants-1978_02
Patent number
US04075224

Reaction notes

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