3-Heptanoylindole → (E)-4-methoxybenzyl 4-[3-(2-methyl-2-undecenoyl)-1-indolyl]butyrate

HRID 260859Notes

Reaction equation

HRID 260859 reaction equation
[CH3:1]/[C:2](=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])/[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.C(C1C2C(=CC=CC=2)NC=1)(=[O:29])CCCCCC.Br[CH2:40][CH2:41][CH2:42][C:43]([O:45][CH2:46][C:47]1[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=1)=[O:44]>>[CH3:1]/[C:2](=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])/[C:3]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH2:40][CH2:41][CH2:42][C:43]([O:45][CH2:46][C:47]2[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=2)=[O:44])[CH:5]=1)=[O:29]

Participants

4

Reactant 3

HCID 224004583-HeptanoylindoleHCID 224004624-Methoxybenzyl 4-bromobutyrateHCID 22400528(E)-3-(2-methyl-2-undecenyl)indole

Product 1

HCID 22400552(E)-4-methoxybenzyl 4-[3-(2-methyl-2-undecenoyl)-1-indolyl]butyrate

Procedure

The procedure of Ex. 1 was repeated except that (E)-3-(2-methyl-2-undecenyl)indole obtained in Pre. Ex. 25 was used in place of 3-heptanoylindole, and 4-methoxybenzyl 4-bromobutyrate was used in place of 4-bromobutyrate to give (E)-4-methoxybenzyl 4-[3-(2-methyl-2-undecenoyl)-1-indolyl]butyrate as an oil.

Workup

  1. customobtained in Pre

Sources & evidence

ORD record
ord-631e7df4a0924543b8246efb4e6d558b
Source dataset
uspto-grants-1996_06
Patent number
US05530019

Reaction notes

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