Dibenzofuran → HCID 10658739, compound

HRID 1081529Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:6]2[S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:5]=2[CH:4]=1.C1C2C3C=CC=CC=3[O:21][C:20]=2[CH:19]=CC=1>>[C:20]([C:15]1[C:3]([O:2][CH3:1])=[CH:4][C:5]2[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[S:7][C:6]=2[CH:14]=1)(=[O:21])[CH3:19]

Participants

Reactant 2

HCID 568Dibenzofuran

HCID 121983822-Methoxydibenzothiophene

Product 1

HCID 10658739HCID 10658739, compoundYield 55%

Procedure

The 2-methoxydibenzothiophene was subjected to a Friedel-Crafts acetylation as described for the corresponding dibenzofuran (as in Routier et al., supra) to give 55% of 3-acetyl-2-methoxy-dibenzothiophene, m.p. 163.4°-164.9° after recrystallization from a mixture of heptane and toluene. The PMR spectrum, 200 MHz, supported the structure.

Sources & evidence

ORD record: ord-1e4e49906262416781c986b4c3f7be8a
Source dataset: uspto-grants-1996_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05587112

Reaction notes

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