Methyl Acrylate → N-[2-(chroman-3-yl)ethyl]-N,N-bis(2-methoxycarbonylethyl)-amine

HRID 1032388Notes

Reaction equation

HRID 1032388 reaction equation
[CH3:1][O:2][C:3](=[O:6])[CH:4]=[CH2:5].[NH2:7][CH2:8][CH2:9][CH:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[O:12][CH2:11]1>CO>[O:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:19][CH:10]([CH2:9][CH2:8][N:7]([CH2:5][CH2:4][C:3]([O:2][CH3:1])=[O:6])[CH2:5][CH2:4][C:3]([O:2][CH3:1])=[O:6])[CH2:11]1

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 148384082-(3,4-dihydro-2H-1-benzopyran-3-yl)ethan-1-amine

Product 1

HCID 14838409N-[2-(chroman-3-yl)ethyl]-N,N-bis(2-methoxycarbonylethyl)-amineYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.63 g (77 mmol) of acrylic acid methyl ester are added at room temperature to a solution of 6.2 g (35 mmol) of 3-(2-aminoethyl)chroman in 50 ml of methanol and the whole is stirred for 16 hours at room temperature. The reaction mixture is then concentrated by evaporation in vacuo and yields 12.23 g (100%) of N-[2-(chroman-3-yl)ethyl]-N,N-bis(2-methoxycarbonylethyl)-amine in the form of a reddish oil.

Workup

  1. concentrationThe reaction mixture is then concentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-355de56b303343358fb603a90e70eafc
Source dataset
uspto-grants-1990_09
Patent number
US04957928

Reaction notes

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