Hydrochloric Acid → HCID 68538683, compound

HRID 1992883Notes

Reaction equation

HRID 1992883 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([O:13]COC)=[C:8]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:7]([CH2:23][CH2:24][CH3:25])=[CH:6]2.Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([OH:13])=[C:8]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:7]([CH2:23][CH2:24][CH3:25])=[CH:6]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68537225HCID 68537225, compound

Product 1

HCID 68538683HCID 68538683, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6-(Methyloxy)-1-{[(methyloxy)methyl]oxy}-2-phenyl-3-propylnaphthalene (96) (0.65 g, 1.92 mmol) was treated with 4 M HCl in dioxane at room temperature to give 0.54 g (97%) of compound 97 as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.79 (t, J=7.3 Hz, 3H), 1.40-1.55 (m, 2H), 2.45 (t, J=7.7 Hz, 2H), 3.92 (s, 3H), 5.15 (s, 1H), 7.05-7.10 (m, 2H), 7.22 (s, 1H), 7.35 (d, J=7.3 Hz, 2H), 7.42-7.48 (m, 1H), 7.49-7.56 (m, 2H), 8.08 (d, J=9.5 Hz, 1H). LCMS (ESI): m/z 293 (M+H)+, m/z 291 (M−H)−.

Sources & evidence

ORD record
ord-65d0505136964b4c82477900edfc052d
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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