Triethylamine → 3-Fluoro-4-(1-methylethoxy)-N-methoxy-N-methylbenzamide

関与物質

役割	名称	HCID	仕込み量
反応物	Triethylamine	HCID 8471	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
反応物	3-Fluoro-4-isopropoxybenzoic acid	HCID 17902884	—
反応物	Methoxymethanamine hydrochloride	HCID 21959107	—
溶媒	Water	HCID 962	—
溶媒	Dichloromethane	HCID 6344	—
生成物	3-Fluoro-4-(1-methylethoxy)-N-methoxy-N-methylbenzamide	HCID 86639407	96%

反応手順

3-Fluoro-4-(1-methylethoxy)benzoic acid (100 mg, 0.505 mmol) was dissolved in dichloromethane (2.5 mL). The resultant mixture was added with methoxymethylamine hydrochloride (99 mg, 1.01 mmol), WSC-HCl (106 mg, 0.555 mmol), triethylamine (422 μL, 3.03 mmol), and HOBt-H2O (34 mg, 0.252 mmol) sequentially, and stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with 5% aqueous solution of hydrochloric acid, a saturated aqueous solution of sodium hydrogen carbonate and brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. 3-Fluoro-4-(1-methylethoxy)-N-methoxy-N-methylbenzamide (117 mg, yield 96%) was obtained as a colorless oil.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08153634B2
出典データセット	uspto-grants-2012_04
ORD ID	ord-196c43963c26432fb9a1622bf4430d6c
出典メモ	uspto-grants-2012_04