Benzene → HCID 144273, compound

HRID 1577940Notes

Reaction equation

HRID 1577940 reaction equation
[CH3:1][C:2]([O-])([CH3:4])[CH3:3].[K+].CC(C)(C)C=[C:10]=[CH:11][CH2:12][NH2:13].[CH:16]1C=CC=CC=1>>[CH3:1][C:2]([CH3:4])([CH3:16])[CH:3]=[N:13][CH:12]=[CH:11][CH3:10]

Participants

4

Reactant 3

HCID 241BenzeneHCID 23665647Potassium tert-butoxideHCID 88762478HCID 88762478, compound

Product 1

HCID 144273HCID 144273, compoundYield 98.5%

Procedure

The procedure is carried out as described in Example 1, with the use however in this case of 10 g of potassium tert-butylate, 330 g (2.95 mols) of (2,2-dimethyl-propylidene)allylamine and 450 ml of benzene. After a reaction time of 3.5 hours at 40° C., there is obtained 325 g (2.9 mols) of (2,2'-dimethyl-propylidene)-propenylamine, corresponding to a yield of 98.5% of theory, as a cis/trans isomeric mixture in the weight ratio of 65:35; b.p. 110° C.; nD20 =1.4487.

Sources & evidence

ORD record
ord-cfd4b379a3584f19bf0be698860327ba
Source dataset
uspto-grants-1981_09
Patent number
US04289905

Reaction notes

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