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Hydrochloric Acid → 3-(1-Methyl-2-pyrrolylcarbonyl)propionic acid

HRID 66536
Notes
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Reaction equation

HRID 66536 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH:7]=[O:8].CN1C=CC=C1C(N1CCOCC1)C#N.[C:24]([O:28]CC)(=[O:27])[CH:25]=[CH2:26].Cl>>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([CH2:26][CH2:25][C:24]([OH:28])=[O:27])=[O:8]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8821Ethyl AcrylateHCID 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 20529962(1-methyl-1H-pyrrol-2-yl)(morpholin-4-yl)acetonitrile

Product 1

HCID 125040543-(1-Methyl-2-pyrrolylcarbonyl)propionic acid

Procedure

As for Example 6, 1-methyl-2-pyrrolecarboxaldehyde is converted to α-(1-methyl-2-pyrrolyl)-4-morpholineacetonitrile. The preceding compound is reacted with ethyl acrylate and the resulting 1,4-addition product is heated at 100° C. with 6 N hydrochloric acid to give 3-(1-methyl-2-pyrrolylcarbonyl)propionic acid.

Sources & evidence

ORD record
ord-8c85ff01860947939b7ac9ab9180f46c
Source dataset
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04342691

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes