2-(1h-imidazol-1-yl)propan-1-ol → 6-[2-(1H-1-Imidazolyl)propoxy]-1,2,3,4-tetrahydro-1-naphthalenone

HRID 368352Notes

Reaction equation

HRID 368352 reaction equation
[N:1]1([CH:6]([CH3:9])[CH2:7][OH:8])[CH:5]=[CH:4][N:3]=[CH:2]1.N1(CCO[C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[C:24](=[O:28])[CH2:23][CH2:22][CH2:21]3)C=CN=C1>>[N:1]1([CH:6]([CH3:9])[CH2:7][O:8][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[C:24](=[O:28])[CH2:23][CH2:22][CH2:21]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 1091472-(1h-imidazol-1-yl)propan-1-olHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 186264836-[2-(1H-1-Imidazolyl)propoxy]-1,2,3,4-tetrahydro-1-naphthalenoneYield 49%

Procedure

Following the procedure of Example 76, but using 1.79 g (14.2 mmol) of 2-(1H-1-imidazolyl)-1-propanol and 2.0 g (12.3 mmol) of 6-[2-(1H-1-imidazolyl)ethoxy]-1,2,3,4-tetrahydro-1-naphthalenone, there was obtained 1.63 g (49% yield) of the product as a white solid, mp 132-135° C. The structure was confirmed by NMR and mass spectroscopy. MS m/z 271 (M+H+).

Sources & evidence

ORD record
ord-68c73a52bac34ebaaaada988ebd58e86
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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