Acetic Anhydride → Ethyl 1-methyl-1H-pyrrole-3-carboxylate

HRID 1737241Notes

Reaction equation

HRID 1737241 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 3

HCID 7918Acetic AnhydrideHCID 12182Ethyl propiolateHCID 11789184N-formylsarcosine

Product 1

HCID 11062584Ethyl 1-methyl-1H-pyrrole-3-carboxylateYield 71.3%

Procedure

Using 117.1 g (1 mol) of N-formylsarcosine, 98.1 g (1 mol) of ethyl propiolate and 638 ml of acetic anhydride, a reaction and post treatment were conducted in a similar manner as in Referential Example 1. The resulting brown oil was distilled under reduced pressure and a 103°-104° C. fraction was collected under 4 mmHg, whereby 109.19 g of the title compound were obtained (yield: 71.3%).

Workup

  1. customa reaction and post treatment
  2. distillationThe resulting brown oil was distilled under reduced pressure and a 103°-104° C. fraction
  3. customwas collected under 4 mmHg

Sources & evidence

ORD record
ord-bccd7ec56bc0469cb546fd3f814d518c
Source dataset
uspto-grants-1999_10
Patent number
US05962448

Reaction notes

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