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ChemicalBook CAS DataBase List 4-(1,4-DIOXASPIRO[4,5]DEC-8-YL) BENZENAMINE

4-(1,4-DIOXASPIRO[4,5]DEC-8-YL) BENZENAMINE synthesis

4synthesis methods
Carbamic acid, N-[4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenyl]-, phenylmethyl ester

959939-45-8
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4-(1,4-DIOXASPIRO[4,5]DEC-8-YL) BENZENAMINE

389602-90-8
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Yield:389602-90-8 90%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in tetrahydrofuran at 20; for 16 h;

Steps:

37.ii

ii) 4-(l,4-dioxaspiro[4.51dec-8-vDaniline; Palladium (10 wt. %) on carbon (1.0 g) was added in one portion to a solution of benzyl N- [4-(l,4-dioxaspiro[4.5]dec-7-en-8-yl)phenyl]carbamate (7.01 g, 19.20 mmol) in THF (500 mL) and the reaction mixture was stirred under a hydrogen atmosphere at ambient temperature for 16 h. The reaction mixture was filtered and concentrated in vacuo to leave the title compound as a white solid (4.03 g, 90%). 1H NMR δ 1.51 - 1.76 (m, 8H), 2.32 - 2.43 (m, IH), 3.87 (s, 4H), 4.77 (s, 2H), 6.48 (d, 2H), 6.86 (d, 2H).

References:

WO2007/141517,2007,A1 Location in patent:Page/Page column 78