Acetic Acid → 2,3-Dimethyl-4,5-diethyl-pyrrole

HRID 1834436Notes

Reaction equation

HRID 1834436 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[CH3:7].I.[PH2](O)=O.[CH3:12][CH:13]1OC(C)OC(C)O1.[C:21](O)(=O)[CH3:22]>>[CH3:1][C:2]1[NH:3][C:4]([CH2:21][CH3:22])=[C:5]([CH2:12][CH3:13])[C:6]=1[CH3:7]

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 24841Hydrogen iodideHCID 31264ParaldehydeHCID 395382,3-Dimethyl-1H-pyrroleHCID 4124402Phosphinic Acid

Product 1

HCID 203731402,3-Dimethyl-4,5-diethyl-pyrrole

Procedure

As in Example 58, using 2,3-dimethyl-pyrrole (1.6 g), acetic acid (40 ml), hydriodic acid (40 ml), hypophosphorous acid (8 ml) and paraldehyde (1.4 ml). The product (48%) was an oil, b.p. 45°-47° (0.05 mm). Anal. Calc. for C10H17N: C, 79.40; H, 11.34; N, 9.26. Found: C, 79.09; H, 11.27; N, 9.37.

Sources & evidence

ORD record
ord-17b81b3148c241f78e115056eec82c93
Source dataset
uspto-grants-1978_01
Patent number
US04070366

Reaction notes

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