Isobutylene → HCID 86744052, compound

HRID 1031248Notes

Reaction equation

HRID 1031248 reaction equation
[CH3:1][NH:2][C:3]([CH2:5][CH:6]=[C:7]([CH2:11][CH:12]([CH3:14])[CH3:13])[C:8]([OH:10])=[O:9])=[O:4].[CH3:15][C:16](=[CH2:18])[CH3:17]>C(Cl)(Cl)Cl.S(=O)(=O)(O)O>[CH3:1][NH:2][C:3]([CH2:5][CH:6]=[C:7]([CH2:11][CH:12]([CH3:14])[CH3:13])[C:8]([O:10][C:16]([CH3:18])([CH3:17])[CH3:15])=[O:9])=[O:4]

Participants

5

Reactant 2

HCID 8255IsobutyleneHCID 53664648HCID 53664648, compound

Product 1

HCID 86744052HCID 86744052, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 6212ChloroformSolvent

Procedure

A suspension of 4-methylaminocarbonyl-2-(2-methylpropyl)but-2-enoic acid (2.4 g) in chloroform (35 ml) was treated with an excess of isobutylene (30 ml) and concentrated sulphuric acid (3 drops) was added as catalyst. The mixture was stirred at room temperature in a sealed vessel for 8 days. The product was purified by silica gel chromatography [chloroformpentane (1:1) as eluant] to give the title compound (2.5 g, 81%), m.p. 35°-36° C. (pentane).

Workup

  1. additionwas added as catalyst
  2. customThe product was purified by silica gel chromatography [chloroformpentane (1:1) as eluant]

Sources & evidence

ORD record
ord-7c125bcb67d44311acdfc0d45d7c2e51
Source dataset
uspto-grants-1992_04
Patent number
US05109000

Reaction notes

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