Acetic Anhydride → Ethyl 1-ethyl-3-pyrrolecarboxylate

HRID 51230

Reaction equation

HRID 51230 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-1623653c25854ecbb75fa271bd9a9811
Source dataset
uspto-grants-2004_03
Patent number
US06713634B2

Linked notes

Loading…