تفاعل #166085

ord-412b31af65324cad9a515bb2252d48be

معادلة التفاعل

[BH3-]C#N.[Na+]
NaCNBH3
N[C@H]1CC[C@@H](C(c2ccccc2)c2ccccc2)OC1
Trans-5-amino-2-diphenylmethyl-tetrahydropyran
N[C@H]1CC[C@@H](C(c2ccccc2)c2ccccc2)OC1
Cis-(6-benzhydryl-tetrahydropyran-3-yl)-amine
O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde
CC(=O)O
acetic acid
O=[N+]([O-])c1ccc(CN[C@H]2CC[C@@H](C(c3ccccc3)c3ccccc3)OC2)cc1
compound 16d
المردود 80.0%
O=[N+]([O-])c1ccc(CN[C@H]2CC[C@@H](C(c3ccccc3)c3ccccc3)OC2)cc1
Cis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-nitro-benzyl)-amine
المردود 80.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Trans-5-amino-2-diphenylmethyl-tetrahydropyran 15 (0.1 g, 0.38 mmol) was reacted with 4-nitrobenzaldehyde (0.057 g, 0.38 mmol) in the presence of glacial acetic acid (0.023 g, 0.38 mmol) in 1,2-dichloroethane (20 ml), and then reduced by NaCNBH3 (0.03 g, 0.45 mmol) in methanol (5 ml) (Procedure D) to give compound 16d (0.12 g, 80%) as an oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08841464B2uspto-grants-2014_09