Ethyl propiolate → Ethyl 1-methyl-1H-pyrrole-3-carboxylate

HRID 2292840Notes

Reaction equation

HRID 2292840 reaction equation
[CH:1]([N:3]([CH2:5][C:6](O)=O)C)=O.[C:9]([O:13][CH2:14][CH3:15])(=[O:12])[C:10]#[CH:11]>C(OC(=O)C)(=O)C>[CH3:1][N:3]1[CH:5]=[CH:6][C:10]([C:9]([O:13][CH2:14][CH3:15])=[O:12])=[CH:11]1

Participants

4

Reactant 2

HCID 12182Ethyl propiolateHCID 11789184N-formylsarcosine

Product 1

HCID 11062584Ethyl 1-methyl-1H-pyrrole-3-carboxylateYield 88.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

The same procedure as in Example 1 was carried out using 15.64 g (0.134 mole) of N-formylsarcosine, 49.00 g (0.499 mole) of ethyl propiolate, and 107 ml of acetic anhydride to obtain 18.08 g (yield 88.4%) of the title compound.

Sources & evidence

ORD record
ord-681c8c469fd74b47886fb0a86b7c4363
Source dataset
uspto-grants-1997_11
Patent number
US05684161

Reaction notes

Loading…