Ammonia → 1,1-Diethoxy-2-methylprop-1-ene

HRID 1769064Notes

Reaction equation

HRID 1769064 reaction equation
N.[K].[CH2:3]([O:5][CH:6]([O:10][CH2:11][CH3:12])[C:7](=[CH2:9])[CH3:8])[CH3:4]>CCOCC>[CH2:3]([O:5][C:6]([O:10][CH2:11][CH3:12])=[C:7]([CH3:9])[CH3:8])[CH3:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 5462222PotassiumHCID 11194409Methacrolein diethylacetal

Product 1

HCID 152051731,1-Diethoxy-2-methylprop-1-eneYield 42.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-35 °C

Procedure

To ammonia (500 mL) at -35° C. was added FeCl3 ·6H2O (0.1 g),then potassium metal (24.26 g), and then methacrolein diethylacetal (109 g, 0.756 mol) in ether (150 mL). The mixture was stirred at --35° C. for 3 days, then the ammonia was evaporated, additional ether (100 mL) was added and stirring was continued for another day. The mixture was filtered and the filtrate was distilled at 65° C. and 55 mm Hg to afford 46.05 g of 1,1-diethoxy-2,2-dimethylethylene (Formula V: R3 =R4 =CH3 ; R5 =R6 =OC2H5).

Workup

  1. customthe ammonia was evaporated
  2. additionadditional ether (100 mL) was added
  3. stirringstirring
  4. waitwas continued for another day
  5. filtrationThe mixture was filtered
  6. distillationthe filtrate was distilled at 65° C.

Sources & evidence

ORD record
ord-5f610d107f9c4835ad0d0cf6edccd3c6
Source dataset
uspto-grants-1995_01
Patent number
US05380729

Reaction notes

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