(S)-mandelic acid → (R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane

関与物質

役割	名称	HCID	仕込み量
反応物	(S)-mandelic acid	HCID 439616	—
反応物	4-Methoxy-alpha-methyl-N-(phenylmethyl)benzeneethanamine	HCID 3016422	—
生成物	(R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane	HCID 10988861	35%

反応手順

A sample of 3.02 g (11.8 mmol) of 1-(4′-methoxyphenyl)-2-benzylaminopropane (42) was reacted with 1.8 g (11.8 mmol) (S)-(+)-mandelic acid to give 530 mg (35% based on enantiomeric abundance) of the free amine after workup. 1H NMR (CDCl3) δ□ 1.10 (d, 3H, J=6.3 Hz), 2.57-2.76 (m, 2H), 2.88-2.94 (m, 1H), 3.79 (s, 3H), 3.72-3.88 (m, 2H), 6.82 (d, 2H, J=8.7 Hz), 7.07 (d, 2H, J=8.4 Hz), 7.15-7.31 (m, 5H); MS (APCI+) m/z (rel): 256 (100); [α]D=−30.4° (c=1.25 MeOH).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08703826B2
出典データセット	uspto-grants-2014_04
ORD ID	ord-70ef9b5ad90c4637a8871b34c017be11
出典メモ	uspto-grants-2014_04