[(4-(DIMETHYLAMINO)PHENYL)METHYL](4-ISOPROPYLPHENYL)AMINE synthesis
- Product Name:[(4-(DIMETHYLAMINO)PHENYL)METHYL](4-ISOPROPYLPHENYL)AMINE
- CAS Number:400858-39-1
- Molecular formula:C18H24N2
- Molecular Weight:268.4
Yield:-
Reaction Conditions:
with sodium triacetoxyborohydride in tetrahydrofuran at 0 - 20;
Steps:
1A.1
To a 0.33 M solution of 4-(dimethylamino)benzaldehyde in THF at 0° C. was added 1.1 equiv of 4-isopropylaniline followed by 1.5 equiv of sodium triacetoxyborohydride. After allowing the reaction to warm to room temperature overnight, this mixture was poured into a separatory funnel containing aqueous NH4Cl/EtOAc. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude material was further purified by flash chromatography, eluding with a gradient from 100% hexanes to 10% EtOAc/hexanes to provide the title compound as a white solid. 1H NMR (acetone-d6) δ 7.23 (2H, d), 6.97 (2H, d), 6.73 (2H, d), 6.61 (2H, d), 5.03 (1H, br s), 4.19 (2H, d), 2.91 (6H, s), 2.76 (1H, m), 1.17 (6H, d).
References:
US2005/277644,2005,A1 Location in patent:Page/Page column 11-12
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