Methyl Acrylate → HCID 18926583, compound

HRID 1600182Notes

Reaction equation

HRID 1600182 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2)([O-:3])=[O:2].[C:13]([O:17][CH3:18])(=[O:16])[CH:14]=[CH2:15].CC(C)([O-])C.[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:15][CH2:14][C:13]([O:17][CH3:18])=[O:16])[CH:8]=[CH:7]2)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 225235-NitroindoleHCID 23665647Potassium tert-butoxide

Product 1

HCID 18926583HCID 18926583, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Procedure

Reaction of 5-nitro indole (3.0 g) with methyl acrylate (2.29 g) in the presence of potassium t-butoxide (0.258 g) and tetrabutylammonium bromide according to the method of Preparation 19 gave the title compound (3.0 g),m.p. 97°-99° C. Found: C,57.86; H,4.84; N,10.78. C12 H12N2O4 requires: C,58.06; H,4.87; N,11.28%.

Workup

  1. customto the method of Preparation 19

Sources & evidence

ORD record
ord-01fae2b4abc24f6fa7c9a0bb111ffe44
Source dataset
uspto-grants-1998_04
Patent number
US05744488

Reaction notes

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