Os: I'd be more inclined to trust the Merck's latest entry's but here is some data from 1953 that states Pseudoephedrine hcl is soluble in chloroform.
Physical Properties of Pseudoephedrine (d-Ephedrine)
Manske & Holmes, The Alkaloids, Vol III, p 347, Academic Press (1953)
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The base forms white rhombic crystals, mp 118°C (from water) and is much
less soluble in water than ephedrine. Hydrochloride, colorless needles,
mp 181-182°C, the salt is soluble in chloroform. Hydriodide, rhombic
crystals, mp 172°C (43).
l-pseudo-Ephedrine has not been found in nature. The base has mp 118-118.7°C.
The hydrochloride has mp 182-182.5°C. The l-pseudo-ephedrine-d-tartrate has
mp 178°C; l-pseudo-ephedrine-l-tartrate, mp 178.5°C (17, 68, 69, 70).
dl-pseudo-Ephedrine (racemic pseudo-ephedrine) melts at 118°C.
The hydrochloride has a mp of 164°C.
http://www.ephedra.demon.nl/stories/chemical.htm (http://www.ephedra.demon.nl/stories/chemical.htm)
DESCRIPTION AND SOLUBILITY :
FINE, WHITE TO OFF-WHITE CRYSTALLINE OR POWDER. HAVING A FAINT CHARACTERISTIC ODOR. VERY SOLUBLE IN WATER; FREELY SOLUBLE IN ALCOHOL; SPARINGLY SOLUBLE IN CHLOROFORM. MELTING POINT : 182--186 C.
http://www.gsmeheco.com/english/yansuanweimahuangjian.htm (http://www.gsmeheco.com/english/yansuanweimahuangjian.htm)
Emde tells us that (+)-Pseudoephedrine·HCl is "several times more soluble" than (-)-Ephedrine·HCl in water, abs. ethanol, chloroform and ether.
He then lists the following solubility ratios (presumably w/w) for (-)-Ephedrine·HCl in various solvents at their respective boiling point and at room temp.
Water: 1:1 - 1:5 (RT)
Abs. EtOH: 1:9 - 1:28 (RT)
Chloroform: 1:2000 - 1:3000 (RT)
Ether: Insoluble
Ref: Post 401416 (https://www.thevespiary.org/talk/index.php?topic=7999.msg40141600#msg40141600)
(Rhodium: "Hermann Emde's Ephedrine Chemistry Treatise", Stimulants)
You also must take into account the water content in the (+)-Pseudoephedrine·HCl crystal lattice. Dry (+)-Pseudoephedrine·HCl is slightly more soluble in chloroform than (+)-Pseudoephedrine·HCl hydrate.
This must be taken into consideration as well as temperature and pressure as referred by Emde.
He then lists the following solubility ratios (presumably w/w) for (-)-Ephedrine·HCl in various solvents at their respective boiling point and at room temp.