Diethyl 2-(2-phenyl-2-propylpentanoyl)malonate → Ethyl 4,4-dibutyl-1-hydroxy-3-oxo-3,4-dihydro-2-naphthalenecarboxylate

HRID 494452Notes

Reaction equation

HRID 494452 reaction equation
[CH2:1]([C:5]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH2:19][CH2:20][CH2:21][CH3:22])[C:6]([CH:8]([C:14](OCC)=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])[CH2:2][CH2:3][CH3:4].C1(C(CCC)(CCC)C(C(C(OCC)=O)C(OCC)=O)=O)C=CC=CC=1>>[CH2:19]([C:5]1([CH2:1][CH2:2][CH2:3][CH3:4])[C:23]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:14]([OH:15])=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:6]1=[O:7])[CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 11552281Diethyl 2-(2-phenyl-2-propylpentanoyl)malonateHCID 68874634Diethyl 2-(2-butyl-2-phenylhexanoyl)malonate

Product 1

HCID 68871457Ethyl 4,4-dibutyl-1-hydroxy-3-oxo-3,4-dihydro-2-naphthalenecarboxylateYield 21%

Procedure

The title compound (1.2 g, 21%) was prepared following the procedure of Example 1F, substituting the product of Example 4E for the product of Example 1E. 1H NMR (300 MHz, CDCl3): δ 15.16 (d, J=13.97 Hz, 1 H), 8.22 (m, 1 H), 7.59 (m, 2 H), 7.36 (m, 2 H), 4.47 (m, 2 H), 2.25 (m, 2 H), 1.92 (m, 2 H), 1.71 (m, 2 H), 1.50 (m, 2 H), 1.24 (m, 2 H), 1.11 (m, 2H), 0.89 (m, 1 H), 0.65 (m, 7 H).

Sources & evidence

ORD record
ord-1bf782e005744057a8a229f747c61139
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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