1-Naphthaldehyde → HCID 20069224, compound

HRID 2164694Notes

Reaction equation

HRID 2164694 reaction equation
[CH:1](C1C2C(=CC=CC=2)C=CC=1)=[CH2:2].[CH:13]([C:15]1C2C(=CC=CC=2)C=CC=1)=[O:14].C[Mg]I.[C:28]1([CH:34]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH3:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(Cl)(=O)C>>[C:28]1([CH:34]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:41]=2[CH:1]=[CH2:2])[CH3:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[C:28]1([CH:34]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:41]=2[C:13](=[O:14])[CH3:15])[CH3:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

7

Reactant 5

HCID 61951-NaphthaldehydeHCID 6367Acetyl chlorideHCID 119181,1-DiphenylethaneHCID 700041-VinylnaphthaleneHCID 178418373HCID 178418373, compound

Product 2

HCID 20069224HCID 20069224, compoundHCID 21696373HCID 21696373, compound

Procedure

For instance, vinylnaphthalene is prepared by reacting formylnaphthalene with a Grignard reagent such as methylmagnesium iodide, and then dehydrating. Phenyl(vinylphenyl)ethane is prepared by reacting diphenylethane with acetyl chloride in the presence of a Friedel-Crafts catalyst to obtain phenyl(acetylphenyl)ethane, reducing by sodium borohydride, and then dehydrating. Phenyl(isopropenylphenyl)ethane is prepared by reacting phenyl(acetylphenyl)ethane with a Grignard reagent such as methylmagnesium iodide, and then dehydrating. 1,2-Diphenylethylene is prepared by reacting benzaldehyde with benzylmagnesium bromide, and then dehydrating. 1,2-Diphenylpropene is also prepared by a similar method. 1,1-Diphenylethylene is prepared by reacting diphenyl ketone with a Grignard reagent such as methylmagnesium iodide, and then dehydrating.

Sources & evidence

ORD record
ord-b4ca470edea3478bbb7a77afc5ddb51f
Source dataset
uspto-grants-1985_03
Patent number
US04506107

Reaction notes

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