تفاعل #985270

ord-2df8763b9081449fa9ee375eb7e017b9

معادلة التفاعل

COc1ccc(CS)cc1
(4-methoxyphenyl)methanethiol
[Na+].[OH-]
sodium hydroxide
COc1ccc(C[S-])cc1.[Na+]
sodium (4-methoxyphenyl)methanethiolate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

(4-methoxyphenyl)methanethiol is stirred in ethanol with sodium hydroxide to form sodium (4-methoxyphenyl)methanethiolate. An equivalent of 1-(chloromethyl)-4-methoxybenzene is added to the mixture, which is stirred overnight. The reaction mixture is then quenched by addition of dilute acid and the product bis(4-methoxybenzyl)sulfide. Subsequently, the bis(4-methoxybenzyl)sulfide is reacted with HBr in acetonitrile to cleave the methoxy protecting groups, followed by neutralization and purification of the bis(4-hydroxybenzyl)sulfide product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07351434B2uspto-grants-2008_04