Sodium → Ethyl 3-hydroxy-4,5-dimethyl-1H-pyrrole-2-carboxylate

HRID 1447133Notes

Reaction equation

HRID 1447133 reaction equation
[Na].C([O:4][C:5](=O)/[C:6](/[CH3:16])=[C:7](\[NH:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])/[CH3:8])C>C(O)C>[CH2:14]([O:13][C:11]([C:10]1[NH:9][C:7]([CH3:8])=[C:6]([CH3:16])[C:5]=1[OH:4])=[O:12])[CH3:15]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 86738253HCID 86738253, compound

Product 1

HCID 54680365Ethyl 3-hydroxy-4,5-dimethyl-1H-pyrrole-2-carboxylateYield 78.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Using the method described in Example 1, 35 g of sodium in 1.5 liters of ethanol, and 264 g of 3-(ethoxycarbonylmethylamino)-2-methylcrotonic acid ethyl ester in 400 ml of ethanol give 165 g of 3-hydroxy-4,5-dimethyl-pyrrole-2-carboxylic acid ethyl ester, of melting point 111°-113° C.

Sources & evidence

ORD record
ord-11a0e069d43b41a7997f579eb3568033
Source dataset
uspto-grants-1982_02
Patent number
US04315939

Reaction notes

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