Ethyl 2-[5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl]benzoate → 2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)benzylalcohol

HRID 1417065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1417065
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[CH:24]=[CH:23][CH:22]=[CH:21][C:15]=3[C:16](OCC)=[O:17])[CH:5]=[CH:4][C:3]1=2.[H-].C([Al+]CC(C)C)C(C)C>>[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3[CH:24]=[CH:23][CH:22]=[CH:21][C:15]=3[CH2:16][OH:17])[CH:5]=[CH:4][C:3]1=2

Komponenten

3

Edukt 2

HCID 18357939Ethyl 2-[5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl]benzoate2×HCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 183579532-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)benzylalcohol

Versuchsvorschrift

Employing the same general procedure as used for the preparation of 3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)but-2(Z)-en-1-ol (Compound C), but instead using 420 mgs (1.25 mmols) ethyl 2-[5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl]benzoate (Compound H) and 6 mmols of diisobutylaluminiumhydride the title compound was obtained as a white solid. PMR (CDCl3): δ1.36 (6H, s), 1.39 (6H, s), 1.79 (4H, s), 4.67 (2H, s), 7.17 (1H, d, j=7.9 Hz), 7.34-7.44 (5H, m), 7.55-7.61 (1H, m).

Quellen und Nachweise

ORD-Eintrag
ord-a10591503f3d4ab7a18e19a49fdc2076
Quelldatensatz
uspto-grants-1999_06
Patentnummer
US05917082

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