Acetone → HCID 53687623, compound

HRID 1155798Notes

Reaction equation

HRID 1155798 reaction equation
[C:1](=[N:4][CH:5]=[CH:6][CH3:7])([CH3:3])[CH3:2].[CH2:8](N)[CH:9]=[CH2:10].[CH2:12]=[CH:13][CH:14]=[CH2:15].[CH3:16]C(C)=O>C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:7][CH:6]1[CH2:15][CH:14]=[CH:13][CH2:12][CH2:8][CH:9]=[CH:10][CH2:2][C:1]([CH3:16])([CH3:3])[N:4]=[CH:5]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 78451,3-ButadieneHCID 7853AllylamineHCID 54364347HCID 54364347, compound

Product 1

HCID 53687623HCID 53687623, compound

Reagents, catalysts & solvents 1

HCID 11776TriphenylphosphineCatalyst

Procedure

The procedure described in Example 1 (a) is essentially repeated except that 2.8 g of triphenylphosphine, 110 g (1.13 mols) of N-isopropylidene-propenylamine [prepared by reacting acetone with allylamine; cf. B. A. Kazanskii et al., Zhurnal Organicheskoi Khimii, Volume 6, No. 11, 2197-9 (1970)] and 108 g (2 mols) of 1,3-butadiene are used. Distillation yields 187.0 g (0.91 mol) of 3,12,12-trimethyl-1-aza-1,5,9-cyclododecatriene; boiling point 66° C./0.03 mm Hg; nD20 =1.4895.

Workup

  1. customprepared
  2. distillationDistillation

Sources & evidence

ORD record
ord-59a05baa9df247d4bea71cc853aeb233
Source dataset
uspto-grants-1982_06
Patent number
US04332969

Reaction notes

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