2,4-Dimethylstyrene → HCID 58288925, compound

Reaction equation

I[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:12][CH3:13].[CH3:14][C:15]1[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][C:16]=1[CH:17]=[CH2:18]>>[CH3:14][C:15]1[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][C:16]=1/[CH:17]=[CH:18]/[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[O:12][CH3:13]

Participants

Reactant 2

HCID 166942,4-Dimethylstyrene

HCID 2694931-Iodo-2-methoxynaphthalene

Product 1

HCID 58288925HCID 58288925, compoundYield 95%

Procedure

Following the general procedure using 1-iodo-2-methoxynaphthalene (142 mg, 0.50 mmol) and 2,4-dimethylstyrene (132 μL, 1.0 mmol), the reaction was stirred for 12 h at rt. Column chromatography on silica gel (eluting with 5% EtOAc/hexanes) afforded the product as a tan semi-solid (137 mg, 95%).

Sources & evidence

ORD record: ord-6fcf37cf2e5a41db9fc9256bfeddb8db
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785665B2

Reaction notes

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