2-Butene, 1-bromo-3-methyl- → HCID 20474251, compound

HRID 2295837Notes

Reaction equation

HRID 2295837 reaction equation
[CH3:1][C:2]1[O:3][CH2:4][CH2:5][N:6]=1.[CH3:7][C:8]([CH3:12])=[CH:9][CH2:10]Br.[CH3:13][O-:14].[Na+]>C(#N)C>[CH3:13][O:14][C:2]1([CH3:1])[N:6]([CH2:10][CH:9]=[C:8]([CH3:12])[CH3:7])[CH2:5][CH2:4][O:3]1

Participants

5

Reactant 3

HCID 700922-Butene, 1-bromo-3-methyl-HCID 707132-Methyl-2-oxazolineHCID 10942334Sodium Methoxide

Product 1

HCID 20474251HCID 20474251, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

8.5 g (0.1 mol) of 2-methyloxazoline and 14.9 g (0.1 mol) of 3-methyl-2-butenyl bromide were stirred in 50 ml of acetonitrile at 20° to 25° C. for 2 hours and, after adding 20 ml of a 5 N sodium methylate solution, the mixture was stirred at room temperature for a further 3 hours. The solution was filtered and, after stripping off the solvent, the residue was distilled. 15.6 g (84 mmols, 84%) of 2-methoxy-2-methyl-3-(3-methyl-2-butenyl)-oxazolidine of boiling point 96°-99° C./20 mm Hg were obtained.

Workup

  1. filtrationThe solution was filtered
  2. distillationthe residue was distilled

Sources & evidence

ORD record
ord-a8505698f25d4fa8999df946dfe25df5
Source dataset
uspto-grants-1984_01
Patent number
US04426529

Reaction notes

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