2,3-Dimethylfuran → 2-Naphthalen-2-ylmethyl-4,5-dimethylfuran

HRID 1280888Notes

Reaction equation

HRID 1280888 reaction equation
[CH3:1][C:2]1[O:3][CH:4]=[CH:5][C:6]=1[CH3:7].Br[CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1>C1COCC1>[CH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:18]=[CH:19][C:10]=1[CH2:9][C:4]1[O:3][C:2]([CH3:1])=[C:6]([CH3:7])[CH:5]=1

Participants

4

Reactant 2

HCID 343372,3-DimethylfuranHCID 703202-Bromomethylnaphthalene

Product 1

HCID 234456112-Naphthalen-2-ylmethyl-4,5-dimethylfuran

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure in Example 5, step 1 using 2,3-dimethylfuran, 2-(bromomethyl)naphthalene and 1.6M n-BuLi/hexanes in THF. 1H NMR (DMSO-d6) δ 1.89 (s, 3H), 2.15 (s, 3H), 4.08 (s, 2H), 5.95 (s, 1H), 7.40 (d, 1H), 7.45-7.57 (m, 2H), 7.77 (s, 1H), 7.83-7.91 (m, 3H).

Sources & evidence

ORD record
ord-6c911743020c4603a6b235d84545fed8
Source dataset
uspto-grants-2002_09
Patent number
US06451845B1

Reaction notes

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