Hydrochloric Acid → HCID 68539548, compound

HRID 1992843Notes

Reaction equation

HRID 1992843 reaction equation
[CH3:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[C:4]([O:14]COC)[C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2.Cl>O1CCOCC1>[CH3:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[C:4]([OH:14])[C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68534692HCID 68534692, compound

Product 1

HCID 68539548HCID 68539548, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

As described for Example 2 (Step 5), treatment of 3-Methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-[4-(methyloxy)phenyl]naphthalene (44) (0.41 g, 1.21 mmol) with 4 M HCl in dioxane at room temperature yielded 0.30 g (89%) of the title compound (45) as a light yellow solid. 1H NMR (400 MHz, CDCl3): δ 2.16 (s, 3H), 3.88 (s, 3H), 3.92 (s, 3H), 5.23 (s, 1H), 7.02-7.10 (m, 4H), 7.20 (s, 1H), 7.26 (d, J=8.6 Hz, 2H), 8.07 (d, J=9.2 Hz, 1H). LCMS (APCI): m/z 295 (M+H)+, m/z 291 (M−H)−.

Sources & evidence

ORD record
ord-90b60cf7879f4cbe8d395a6688e43c23
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

Loading…