Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51231Generated: October 25, 2026

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

https://huagongshe.com/reaction/51231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
ReactantN-benzyl-N-formylglycineHCID 12958481—
SolventAcetic AnhydrideHCID 7918—
ProductEthyl 1-benzyl-1H-pyrrole-3-carboxylateHCID 1466772994%

Reaction Steps

Using 1.93 g (10 mmol) of N-benzyl-N-formylglycine, 3.65 g (37.2 mmol) of ethyl propiolate and 10 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 purified by silica gel column chromatography [silica gel: “No.9385”, product of Merck & Co., Inc. (the same silica gel was also used in the subsequent referential examples and examples); eluent: ethyl acetate/hexane=1/3], whereby 2.156 g of the title compound were obtained (yield: 94.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713634B2
Source datasetuspto-grants-2004_03
ORD IDord-e0fa7bb7423b45bc8f58fa72baab2e22
Source noteuspto-grants-2004_03