N-(3-Carbomethoxy-5-methyl-2-thienyl)-2-methylpropanamide → 2-Methyl-N-(5-methylthiophen-2-yl)propanamide

HRID 27669Notes

Reaction equation

HRID 27669 reaction equation
C([C:5]1[CH:9]=[C:8]([CH3:10])[S:7][C:6]=1[NH:11][C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])(OC)=O.O.O.[I-].[Li+]>>[CH3:10][C:8]1[S:7][C:6]([NH:11][C:12](=[O:16])[CH:13]([CH3:14])[CH3:15])=[CH:5][CH:9]=1

Participants

3

Reactant 2

HCID 23341602N-(3-Carbomethoxy-5-methyl-2-thienyl)-2-methylpropanamideHCID 23688289Lithium iodide (LiI), dihydrate

Product 1

HCID 233416282-Methyl-N-(5-methylthiophen-2-yl)propanamideYield 54%

Procedure

The ester from Example 48 was treated with lithium iodide dihydrate as in Example 42 to give the expected decarboxylated product, N-(5-methyl-2-thienyl)-2-methylpropanamide, m.p. 96°-97° C. in 54% yield.

Sources & evidence

ORD record
ord-5f00fe46fc7546ada4e1eced6353c3b3
Source dataset
uspto-grants-1980_09
Patent number
US04222946

Reaction notes

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