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CAS No.: | 56718-76-4 |
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Name: | rac 1-Chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propanol |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C12H17ClO3 |
Molecular Weight: | 244.718 |
Synonyms: | rac 1-Chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propanol |
Density: | 1.157g/cm3 |
Boiling Point: | 364.5°C at 760 mmHg |
Flash Point: | 174.2°C |
Hazard Symbols: | Xn |
Risk Codes: | 22 |
PSA: | 38.69000 |
LogP: | 1.85400 |
2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
With morpholine; 1,3,5-trichloro-2,4,6-triazine In water at 20℃; for 0.5h; | 98% |
Stage #1: 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane With β‐cyclodextrin In water; acetone at 60℃; Stage #2: With thionyl chloride In water; acetone at 20℃; for 10h; | 91% |
With zirconyl chloride In acetonitrile at 20℃; for 1.16667h; | 80% |
With water; acetyl chloride In dichloromethane for 12h; |
4-(2-methoxyethyl)phenol
epichlorohydrin
A
2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane
B
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
With sodium hydroxide | A 90% B 10% |
Stage #1: 4-(2-methoxyethyl)phenol With potassium hydroxide In methanol at 40 - 45℃; for 1h; Stage #2: epichlorohydrin at 40℃; for 24h; | |
With sodium hydroxide In water at 30 - 40℃; for 5h; Temperature; |
4-(2-methoxyethyl)phenol
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: NaOH / 12 h / 20 °C 2.1: β-cyclodextrin / H2O; acetone / 60 °C 2.2: 91 percent / thionyl chloride / H2O; acetone / 10 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 24 h / 85 °C 2: water; acetyl chloride / dichloromethane / 12 h View Scheme |
2-bromo-1-(4'-hydroxyphenyl)-1-ethanone
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: methanol 2: H2; AcOH / Pd/C 3: 10 percent / aq. NaOH View Scheme |
alpha-methoxy-4-hydroxyacetophenone
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2; AcOH / Pd/C 2: 10 percent / aq. NaOH View Scheme |
4-Hydroxyacetophenone
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: CuBr2 / ethyl acetate 2: methanol 3: H2; AcOH / Pd/C 4: 10 percent / aq. NaOH View Scheme |
4-(2-methoxyethyl)phenol
epichlorohydrin
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
Stage #1: 4-(2-methoxyethyl)phenol With potassium hydroxide In methanol at 40 - 45℃; for 1h; Stage #2: epichlorohydrin at 40℃; for 24h; Stage #3: With acetic acid; lithium chloride In tetrahydrofuran at 20℃; for 48h; | 34.88 g |
4-(2-methoxyethyl)phenol
epichlorohydrin
B
2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane
C
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride at 110℃; under 2100.21 Torr; for 0.95h; Flow reactor; |
vinyl stearate
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
(2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate
Conditions | Yield |
---|---|
With Novozym 435 In hexane; acetone at 37℃; for 28h; Molecular sieve; | 35.4% |
vinyl acetate
(+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol
Conditions | Yield |
---|---|
In various solvent(s) at 25℃; for 144h; native lipase B from Candida antarctica; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |