반응 #1563902

ord-612f92f895c345358aa006852407f27c

반응 방정식

OCc1cc2c(cc1I)OCO2
(6-Iodobenzo[d][1,3]dioxol-5-yl)methanol
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
PCC
O=Cc1cc2c(cc1I)OCO2
6-iodobenzo[d][1,3]dioxole-5-carbaldehyde
수율 77.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After reaction
  2. 2
    기타the crude product was purified by column chromatography on silica gel (petroleum ether)

실험 절차

(6-Iodobenzo[d][1,3]dioxol-5-yl)methanol (2.7 g, 9.7 mmol) in dry CH2Cl2 was added dropwise to PCC (3.1 g, 14.6 mmol) in dry CH2Cl2 at 0° C. under N2 atmosphere. The mixture was stirred at room temperature for 20 h. After reaction, the crude product was purified by column chromatography on silica gel (petroleum ether) to obtain 6-iodobenzo[d][1,3]dioxole-5-carbaldehyde (2 g, 77%) as white solid. LCMS: 277[M+1]+; 1H NMR (DMSO-d6) δ 6.20 (s, 2H), 7.28 (s, 1H), 7.61 (s, 1H), 9.79 (s, 1H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09402832B2uspto-grants-2016_08