Ethyl 4,4-dibutyl-1-hydroxy-3-oxo-3,4-dihydro-2-naphthalenecarboxylate → 4-hydroxy-1,1-bis(3-methylbutyl)naphthalen-2(1H)-one

HRID 494474Notes

Reaction equation

HRID 494474 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:22])[C:3]=1C(OC)=O.C(C1(CCCC)C2C(=CC=CC=2)C(O)=C(C(OCC)=O)C1=O)CCC>>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])([CH2:12][CH2:13][CH:14]([CH3:15])[CH3:16])[C:4](=[O:22])[CH:3]=1

Participants

3

Reactant 2

HCID 68871457Ethyl 4,4-dibutyl-1-hydroxy-3-oxo-3,4-dihydro-2-naphthalenecarboxylateHCID 68874215Methyl 1-hydroxy-4,4-diisopentyl-3-oxo-3,4-dihydro-2-naphthalenecarboxylate

Product 1

HCID 692689554-hydroxy-1,1-bis(3-methylbutyl)naphthalen-2(1H)-one

Procedure

The title compound was prepared according the procedure of Example 5B, substituting the product of Example 6F for the product of Example 4F. 1H NMR (300 MHz, CDCl3): δ 0.44 (m, 2 H) 0.73 (m, 14 H) 1.32 (m, 2 H) 1.94 (m, 2 H) 2.30 (m, 2 H) 7.49 (t, J=7.54 Hz, 2 H) 7.72 (m, 1 H) 8.26 (m, 1 H) 15.77, 15.72 (two s, 1 H).

Sources & evidence

ORD record
ord-184c6ac268b34e2abb8e2d0a587cbab6
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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