2-(1H-imidazol-1-yl)-1-phenylethanol → 6-[2-(1H-1-Imidazolyl)-1-phenylethoxy]-1,2,3,4-tetrahydro-1-naphthalenone

HRID 368354Notes

Reaction equation

HRID 368354 reaction equation
[N:1]1([CH2:6][CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[OH:8])[CH:5]=[CH:4][N:3]=[CH:2]1.N1(CCO[C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[C:29](=[O:33])[CH2:28][CH2:27][CH2:26]3)C=CN=C1>>[N:1]1([CH2:6][CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:8][C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[C:29](=[O:33])[CH2:28][CH2:27][CH2:26]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 322392-(1H-imidazol-1-yl)-1-phenylethanolHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 102684896-[2-(1H-1-Imidazolyl)-1-phenylethoxy]-1,2,3,4-tetrahydro-1-naphthalenoneYield 93.7%

Procedure

Following the procedure of Example 78, Step 3, but using 2.63 g (14.0 mmol) of 2-(1H-1-imidazolyl)-1-phenyl-1-ethanol and 2.0 g (12.3 mmol) of 6-[2-(1H-1-imidazolyl)ethoxy]-1,2,3,4-tetrahydro-1-naphthalenone, there was obtained 3.83 g (93.6% yield) of the product as a glass. The structure was confirmed by NMR and mass spectroscopy. MS m/z 333 (M+H+).

Sources & evidence

ORD record
ord-76c5db7569924005bd935cbd1915e266
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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