p-Toluenesulfonic acid → 3-Bromo-4-(dimethoxymethyl)pyridine

関与物質

役割	名称	HCID	仕込み量
反応物	p-Toluenesulfonic acid	HCID 6101	—
反応物	Ethyl Acetate	HCID 8857	—
反応物	3-Bromopyridine-4-carboxaldehyde	HCID 2762997	—
溶媒	Methanol	HCID 887	—
溶媒	Hexane	HCID 8058	—
生成物	3-Bromo-4-(dimethoxymethyl)pyridine	HCID 20715145	93.5%

反応手順

PTSA (834 mg, 4.384 mmol) was added to a solution of 3-bromo-pyridine-4-carbaldehyde (600 mg, 3.2256 mmol) in methanol (20 mL). The resulting mixture was heated to reflux for 4 hours. The reaction was monitored by TLC (20% ethylacetate in hexane). The reaction mixture was concentrated and basified with NaHCO3 solution. The reaction mixture was partitioned between water and DCM. The organic layer was washed with brine solution, dried over Na7SO4, filtered and the filtrate was concentrated to afford 700 mg of 3-Bromo-4-dimethoxymethyl-pyridine (93.5% yield).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	USRE045173E1
出典データセット	uspto-grants-2014_09
ORD ID	ord-01d6cc1ef2a0457f8f9467b2d8223657
出典メモ	uspto-grants-2014_09