Diethylamine → HCID 53912938, compound

HRID 2256936Notes

Reaction equation

HRID 2256936 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:6][CH2:5]1)=O.[CH2:7]([NH:9][CH2:10][CH3:11])[CH3:8]>CCCCCC.[Ti](Cl)(Cl)(Cl)Cl>[CH:4]1([C:2]([N:9]([CH2:10][CH3:11])[CH2:7][CH3:8])=[CH2:1])[CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 8021DiethylamineHCID 13004Cyclopropyl methyl ketone

Product 1

HCID 53912938HCID 53912938, compoundYield 38.1%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 8058HexaneSolvent2×

Procedure

A solution of titanium tetrachloride (10.4 g) in n-hexane (30 ml) was added dropwise with stirring to a solution of cyclopropyl methyl ketone (8.4 g) and diethylamine (43.9 g) in n-hexane (100 ml) whilst maintaining the temperature below 25° C. The mixture was stirred for 5 hours, filtered and the filtrate was evaporated to dryness to give 1-cyclopropyl-1-diethylaminoethene (5.3 g) as a pale yellow oil, NMR (CDCl3)d=0.5-0.8(m, 4H), 1.1(t, 6H), 1.4(m, 1H), 3:2(q, 4H), 3.45(s, 1H), 3.5(s, 1 H).

Workup

  1. temperaturewhilst maintaining the temperature below 25° C
  2. filtrationfiltered
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-a3bdbc0f735b434eb407f9ab7ed2f304
Source dataset
uspto-grants-1997_08
Patent number
US05656573

Reaction notes

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