Dimethylamine → 2,4-Di(propan-2-yl)spiro[5.5]undeca-1,4,8-trien-3-one

HRID 638662Notes

Reaction equation

HRID 638662 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[OH:13])([CH3:3])[CH3:2].[CH2:14]=O.CNC.[CH2:19]=[CH:20][CH:21]=[CH2:22]>C(O)(C)C>[CH:1]([C:4]1[C:5](=[O:13])[C:6]([CH:10]([CH3:12])[CH3:11])=[CH:7][C:8]2([CH2:14][CH2:22][CH:21]=[CH:20][CH2:19]2)[CH:9]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 712FormaldehydeHCID 4943PropofolHCID 78451,3-Butadiene

Product 1

HCID 135747262,4-Di(propan-2-yl)spiro[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-diisopropylphenol were reacted with 75 mmols of paraformaldehyde, 75 mmols of aqueous dimethylamine, and 210 mmols of 1,3-butadiene in 100 g of isopropyl alcohol at 190°-200° C. for five hours. The process resulted in the formation of 2,4-diisopropylspiro[5.5]undeca-1,4,8-trien-3-one.

Sources & evidence

ORD record
ord-cd9c511510a0404c99b5009e26ffaae6
Source dataset
uspto-grants-1985_12
Patent number
US04562293

Reaction notes

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