1-Chloroanthraquinone → HCID 13375396, compound

HRID 1381770Notes

Reaction equation

HRID 1381770 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

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 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-758b3c547de14acd8b9481381be24e60
Source dataset
uspto-grants-1989_02
Patent number
US04803221

Reaction notes

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