Hydrochloric Acid → HCID 68536227, compound

HRID 1992951Notes

Reaction equation

HRID 1992951 reaction equation
COC[O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:7]([C:15]([F:18])([F:17])[F:16])[C:6]=1[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:21][CH:20]=1.Cl>O1CCOCC1>[C:27]1([CH2:26][O:25][C:22]2[CH:23]=[CH:24][C:19]([C:6]3[C:7]([C:15]([F:17])([F:18])[F:16])=[CH:8][C:9]4[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:5]=3[OH:4])=[CH:20][CH:21]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68537744HCID 68537744, compound

Product 1

HCID 68536227HCID 68536227, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-{[(Methyloxy)methyl]oxy}-2-{4-[(phenylmethyl)oxy]phenyl}-3-(trifluoromethyl)naphthalene (185) (0.32 g, 0.72 mmol) was treated with 4.0M HCl in dioxane at room temperature to give 0.28 g (99%) of the title compound (186) as a white solid. 1H NMR (400 MHz, CDCl3): δ 5.14 (s, 2H), 5.48 (s, 1H), 7.14 (d, J=8.6 Hz, 2H), 7.31 (d, J=8.6 Hz, 2H), 7.34-7.40 (m, 1H), 7.40-7.50 (m, 2H), 7.49 (d, J=7.3 Hz, 2H), 7.57-7.65 (m, 2H), 7.85 (s, 1H), 7.88-7.94 (m, 1H), 8.24-8.29 (m, 1H). LCMS (ESI): m/z 417 (M+Na)+, m/z 393 (M−H)−.

Sources & evidence

ORD record
ord-6dd10b7e1ce24948a19df388bd031a90
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

Loading…