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CAS No.: | 246869-08-9 |
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Name: | 2-(cyclopropylmethoxy)acetic acid |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C6H10O3 |
Molecular Weight: | 130.144 |
Synonyms: | Acetic acid,(cyclopropylmethoxy);(cyclopropylmethoxy)acetic acid;2-(3-METHOXYPHENYL)ETHANIMIDAMIDE HYDROCHLORIDE;2-(Cyclopropylmethoxy)-acetic Acid; |
Density: | 1.201±0.06 g/cm3(Predicted) |
Boiling Point: | 267.1±13.0 °C(Predicted) |
PSA: | 46.53000 |
LogP: | 0.49760 |
Conditions | Yield |
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With potassium tert-butylate In tetrahydrofuran at -5 - 5℃; for 18h; Temperature; Solvent; | 90% |
Cyclopropylmethanol
sodium monochloroacetic acid
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
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With sodium hydride In tetrahydrofuran | |
Stage #1: Cyclopropylmethanol With sodium hydride In tetrahydrofuran for 3h; Reflux; Stage #2: sodium monochloroacetic acid In tetrahydrofuran for 8.5h; | 1.59 g |
Stage #1: Cyclopropylmethanol With potassium tert-butylate In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; Stage #2: sodium monochloroacetic acid In tetrahydrofuran at 20 - 40℃; for 40.5h; | 8.08 g |
Williamson Ether Synthesis; |
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In ethanol for 14h; Heating; | 97% |
2-(cyclopropylmethoxy)acetic acid
2-bromo-2-methyl-1-[4-(methylsulfonyl)phenyl]propan-1-one
2-cyclopropylmethoxyacetic acid [1,1-dimethyl-2-(4-methanesulfonylphenyl)-2-oxoethyl]ester
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In ethanol at -10 - 20℃; | 83% |
With N-ethyl-N,N-diisopropylamine In methanol at 0℃; for 7h; Reflux; | 52% |
2-(cyclopropylmethoxy)acetic acid
2-hydroxy-2-methyl-1-(4-(methylsulfonyl)-phenyl)propan-1-one
2-cyclopropylmethoxyacetic acid [1,1-dimethyl-2-(4-methanesulfonylphenyl)-2-oxoethyl]ester
Conditions | Yield |
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With dmap In dichloromethane | |
Stage #1: 2-(cyclopropylmethoxy)acetic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 6h; Stage #2: 2-hydroxy-2-methyl-1-(4-(methylsulfonyl)-phenyl)propan-1-one With dmap; triethylamine In dichloromethane at 20℃; for 8h; | 6.1 g |
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: CMC, DMAP / CH2Cl2 2: DBU / acetonitrile View Scheme | |
Multi-step reaction with 4 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 10 - 35 °C 2: triethylamine / dichloromethane / 0 - 20 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene; isopropyl Trifluoroacetate / toluene / 100 °C 4: copper(l) iodide; (2S,4R)-N-(2,6-dimethylphenyl)-4-hydroxypyrrolidine-2-carboxamide; potassium phosphate / dimethyl sulfoxide / 24 h / 90 °C / Inert atmosphere View Scheme |
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
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With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 10 - 35℃; |
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 10 - 35 °C 2: triethylamine / dichloromethane / 0 - 20 °C View Scheme |
2-(cyclopropylmethoxy)acetic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 10 - 35 °C 2: triethylamine / dichloromethane / 0 - 20 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene; isopropyl Trifluoroacetate / toluene / 100 °C View Scheme |