• Name

  (R)-4-CHLORO-1,3-BUTANEDIOL

• EINECS
• CAS No. 125605-10-9
• Article Data8
• CAS DataBase
• Density 1.229 g/cm³
• Solubility
• Melting Point
• Formula C₄H₉ClO₂
• Boiling Point 270.2 °C at 760 mmHg
• Molecular Weight 124.567
• Flash Point 117.2 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1,3-Butanediol,4-chloro-, (R)-;(R)-4-Chloro-1,3-butanediol;(3R)-4-chlorobutane-1,3-diol;
• PSA 40.46000
• LogP -0.03150

Synthetic route

10488-69-4, 86728-85-0, 87068-18-6, 90866-33-4

ethyl (L)-4-chloro-3-hydroxybutyrate

125605-10-9

(3R)-4-chloro-1,3-butanediol

Conditions

Conditions	Yield
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In methanol; toluene at 20℃; for 12h; Stage #2: With hydrogenchloride; water In methanol; toluene at 10℃;	97%
With sodium tetrahydroborate In tetrahydrofuran at 40℃; for 5h;	96%
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In tetrahydrofuran at 20 - 40℃; for 16h; Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water at 0℃; for 0.5h;	95%
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In toluene at -5 - 5℃; for 0.5h; Inert atmosphere; Stage #2: With methanol In toluene at -5 - 25℃;

86728-85-0, 87068-18-6, 90866-33-4, 10488-69-4

ethyl 4-chloro-3-hydroxybutanoate

A

139013-68-6

(3S)-4-chloro-1,3-butanediol

B

125605-10-9

(3R)-4-chloro-1,3-butanediol

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

125605-10-9

(3R)-4-chloro-1,3-butanediol

86087-24-3

(R)-3-Hydroxytetrahydrofuran

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In methanol; water	99.1%
In toluene for 16h; Heating / reflux;	88%
With hydrogenchloride for 2h; Reflux;	73.62 g

40615-36-9

4,4'-dimethoxytrityl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

1574389-67-5

(3R)-4-chloro-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-butanol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;	90%

98-59-9

p-toluenesulfonyl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

138915-39-6

(R)-4-chloro-3-hydroxy-1-p-toluenesulfonyloxybutane

Conditions

Conditions	Yield
With 2,6-dimethylpyridine at 0 - 20℃; for 15h;	70.8%

88496-70-2

methyl (R)-4-chloro-3-hydroxybutyrate

98-59-9

p-toluenesulfonyl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

138915-39-6

(R)-4-chloro-3-hydroxy-1-p-toluenesulfonyloxybutane

Conditions

Conditions	Yield
With hydrogenchloride; triethylamine In ice-water; dichloromethane	54%

...Expand

1,3-Butanediol,4-chloro-, (3R)- Specification