ChemicalBook CAS DataBase List 6-(Trifluoromethoxy)-3,4-dihydronaphthalen-1(2H)-one

6-(Trifluoromethoxy)-3,4-dihydronaphthalen-1(2H)-one synthesis

5synthesis methods

Product Name:6-(Trifluoromethoxy)-3,4-dihydronaphthalen-1(2H)-one
CAS Number:1260019-45-1
Molecular formula:C11H9F3O2
Molecular Weight:230.18

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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6-(Trifluoromethoxy)-3,4-dihydronaphthalen-1(2H)-one

1260019-45-1
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Yield: 67%

Reaction Conditions:

with polyphosphoric acid at 82; for 2 h;

Steps:

92.C Preparation 92C: 6-(trifluoromethoxy)-1,2,3,4-tetrahydronaphthalen-1-one
Preparation 93B (1.02 g, 4.11 mmol) was heated in PPA (5 mL) at 82 oc for 2 h. The reaction was cooled, slowly quenched with sat NaHC03, and extracted withEtOAc (3 X). Organics were dried (MgS04) and concentrated. Purification by silica gel chromatography (20-60% EtOAc/hexanes) gave 630 mg (67%) of the title compound asa clear oil. 1H NMR (400 MHz, DMSO-d6): 8 2.13-2.20 (2H, m), 2.67 (2H, t, J = 6.4Hz), 2.99 (2H, t, J = 6.1 Hz), 7.09 (1H, s), 7.13 (1H, d, J = 8.7 Hz), 8.08 (1H, d, J = 8.6Hz). [M+H] calc'd for C 11H9F302, 231; found 231.

References:

Location in patent:Paragraph 00497