Sodium Thiosulfate → Ethyl 1-formylcyclopropanecarboxylate

関与物質

役割	名称	HCID	仕込み量
反応物	Sodium Thiosulfate	HCID 24477	—
反応物	Sodium Bromide	HCID 253881	—
反応物	Sodium Bicarbonate	HCID 516892	—
反応物	Tempo	HCID 2724126	—
反応物	Ethyl 1-(hydroxymethyl)cyclopropane-1-carboxylate	HCID 12450336	—
反応物	Sodium Hypochlorite	HCID 23665760	—
溶媒	Dichloromethane	HCID 6344	—
生成物	Ethyl 1-formylcyclopropanecarboxylate	HCID 9964122	100.5%

反応手順

To a solution of Preparation 232 1-hydroxymethyl-cyclopropanecarboxylic acid ethyl ester (3.00 g, 21.00 mmol) in dichloromethane (50 ml), at 0° C., was added saturated sodium hydrogen carbonate solution (50 ml), followed by TEMPO (659 mg, 4.00 mmol) and sodium bromide (400 mg, 4.00 mmol). After stirring for 5 min, sodium hypochlorite solution (10%, 14.00 mmol) was added slowly, followed by saturated sodium thiosulphate solution (50 ml). The two layers were separated and the aqueous layer was extracted with dichloromethane. The combined organic phases were dried (MgSO4) and concentrated in vacuo to give the titled compound (3.00 g).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07538134B2
出典データセット	uspto-grants-2009_05
ORD ID	ord-46dfd3ebaae1485283626fa6d6d3ca1d
出典メモ	uspto-grants-2009_05