1-Chloroanthraquinone → HCID 13375396, compound

HRID 2413634Notes

Reaction equation

HRID 2413634 reaction equation
[Cl:1][C:2]1[C:15]2[C:6](=[CH:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1.ClC1C2[C:29](=[O:31])C3C(=CC=CC=3)C(=O)C=2C=CC=1>>[Cl:1][C:2]1[C:15]2[C:6](=[C:7]([CH:29]=[O:31])[C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 67091-ChloroanthraquinoneHCID 397401-Chloroanthracene

Product 1

HCID 13375396HCID 13375396, compound

Procedure

1-Chloroanthracene prepared from 1-chloroanthraquinone (Aldrich) by the method of H. O. House et al. (J. Org. Chem. 38. 1167 (1973)) was formylated by the procedure of A. Rieche et al., Chem. Ber. 93, 88 (1960). A mixture of a 1- and 4-chloro-9-anthracenecarbaldehydes was obtained which was partially purified by preparative HPLC using PhCH3 as the eluting solvent. The solid from the purified fraction was then recrystallized 2× from PhCH3 /CH3OH to give pure 4-chloro-9-anthracenecarbaldehyde mp 129°-131°, (C, H, Cl).

Workup

  1. customwas obtained which
  2. customwas partially purified by preparative HPLC
  3. customThe solid from the purified fraction was then recrystallized 2× from PhCH3 /CH3OH

Sources & evidence

ORD record
ord-46c4181f07704c84942a92e8da105f7e
Source dataset
uspto-grants-1988_01
Patent number
US04719049

Reaction notes

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