Ethyl 1-hydroxy-3-oxo-4,4-dipropyl-3,4-dihydro-2-naphthalenecarboxylate → 1,1-dipropyl-4-hydroxy-2(1H)-naphthalenone

HRID 494606Notes

Reaction equation

HRID 494606 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:15][CH2:16][CH3:17])([CH2:12][CH2:13][CH3:14])[C:4](=[O:18])[C:3]=1C(OCC)=O.C(C1(CCCC)C2C(=CC=CC=2)C(O)=C(C(OCC)=O)C1=O)CCC>>[CH2:15]([C:5]1([CH2:12][CH2:13][CH3:14])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[CH:3][C:4]1=[O:18])[CH2:16][CH3:17]

Participants

3

Reactant 2

HCID 54724640Ethyl 1-hydroxy-3-oxo-4,4-dipropyl-3,4-dihydro-2-naphthalenecarboxylateHCID 68871457Ethyl 4,4-dibutyl-1-hydroxy-3-oxo-3,4-dihydro-2-naphthalenecarboxylate

Product 1

HCID 688716431,1-dipropyl-4-hydroxy-2(1H)-naphthalenone

Procedure

The title compound was prepared according the procedure of Example 5B, substituting the product of Example 1F for the product of Example 4F. 1H NMR (300 MHz, CDCl3) δ ppm 0.55 (m, 2H) 0.67 (m, 4.8H) 0.79 (m, 1.2H) 0.98 (m, 2H) 1.78 (m, 2H) 2.19 (m, 2H) 3.69 (s, 0.4H) 6.13 (s, 0.8H) 7.41 (m, 2H) 7.56 (m, 0.8H) 7.67 (m, 0.2H) 8.07 (m, 0.2H) 8.13 (m, 0.8H).

Sources & evidence

ORD record
ord-69460d1c5c9648fda6fff1fdc8502782
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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