Acetic Anhydride → Ethyl 1-ethyl-3-pyrrolecarboxylate

HRID 2296899Notes

Reaction equation

HRID 2296899 reaction equation
[CH:1]([N:3]([CH2:5][C:6](O)=O)[CH3:4])=O.[C:9]([O:13][CH2:14][CH3:15])(=[O:12])[C:10]#[CH:11].C(OC(=O)C)(=O)C>>[CH2:5]([N:3]1[CH:1]=[CH:11][C:10]([C:9]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4]1)[CH3:6]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 12182Ethyl propiolateHCID 11789184N-formylsarcosine

Product 1

HCID 22738058Ethyl 1-ethyl-3-pyrrolecarboxylateYield 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-d50b6a4da6414798a3254568794e442f
Source dataset
uspto-grants-2002_12
Patent number
US06489473B2

Reaction notes

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