반응 #10850

ord-b7422b77623e43858abc2bb907b837a8

반응 방정식

[F-].[K+]
Potassium fluoride
COc1cc(OC)c(C=O)cc1I
5-iodo-2,4-dimethoxy-benzaldehyde
OB(O)c1cc2ccccc2s1
2-benzo[b]thiophene boronic acid
CC(C)(C)P(C(C)(C)C)C(C)(C)C
tri-tert-butylphosphine
COc1cc(OC)c(C=O)cc1I
5-iodo-2,4-dimethoxy-benzaldehyde
COc1cc(OC)c(-c2cc3ccccc3s2)cc1C=O
title compound
COc1cc(OC)c(-c2cc3ccccc3s2)cc1C=O
5-Benzo[b]thiophen-2-yl-2,4-dimethoxy-benzaldehyde

반응 조건

온도
60°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONwere sequentially charged into a flask
  2. 2
    기타equipped with a condenser and nitrogen inlet adapter

실험 절차

Ex-123A: Potassium fluoride (0.42 g, 7.2 mmol), 5-iodo-2,4-dimethoxy-benzaldehyde (Ex-123, 1.0 g, 3.42 mmol), 2-benzo[b]thiophene boronic acid (0.67 g, 3.77 mmol), degased tetrahydrofuran (10 mL), tris(dibenzylideneacetone)dipalladium (19 mg, 0.02 mmol), and tri-tert-butylphosphine (100 mg, 0.05 mmol) were sequentially charged into a flask equipped with a condenser and nitrogen inlet adapter. The reaction mixture was heated at 60° C. for one hour under nitrogen. HPLC analysis indicated of 100% conversion of 5-iodo-2,4-dimethoxy-benzaldehyde (Ex-123) to the title compound prepared through another route (Ex-3A).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07094801B2uspto-grants-2006_08