Dimethylamine → 2,4-Dimethylspiro[5.5]undeca-1,4,8-trien-3-one

HRID 638661Notes

Reaction equation

HRID 638661 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].[CH2:10]=O.CNC.[CH2:15]=[CH:16][CH:17]=[CH2:18]>C(O)(C)C>[CH3:8][C:4]1[C:3](=[O:9])[C:2]([CH3:1])=[CH:7][C:6]2([CH2:10][CH2:18][CH:17]=[CH:16][CH2:15]2)[CH:5]=1

Participants

6

Reactant 4

HCID 674DimethylamineHCID 712FormaldehydeHCID 78451,3-ButadieneHCID 113352,6-Dimethylphenol

Product 1

HCID 135314552,4-Dimethylspiro[5.5]undeca-1,4,8-trien-3-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Following the same general procedure as in Example I, 50 mmols of 2,6-dimethylphenol were reacted with 55 mmols of paraformaldehyde, 12.5 mmols of aqueous dimethylamine, and 100 mmols of 1,3-butadiene in 54 g of isopropyl alcohol at about 190° C. for 9-10 hours. The process resulted in the formation of 2,4-dimethylspiro[5.5]undeca-1,4,8-trien-3-one.

Sources & evidence

ORD record
ord-47df2dd8f3cf43a28897ee350faee14a
Source dataset
uspto-grants-1985_12
Patent number
US04562293

Reaction notes

Loading…