Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [4-(Cyclopropylsulfanyl)phenyl]acetic acid | HCID 59347115 | — |
| Product | HCID 118268374 | HCID 118268374 | — |
Reaction Steps
[4-(Cyclopropylthio)phenyl]acetic acid (13.1 g) was dissolved into ethanol (52 mL). Then, thionyl chloride (5.51 mL) was added dropwise while cooling by an ice bath, and the resulting mixture was stirred for 90 minutes at room temperature. This reaction mixture was concentrated under reduced pressure, and the resulting residue was dissolved in ethyl acetate (125 mL). This ethyl acetate solution was washed with water (4×25 mL) and then a saturated aqueous sodium carbonate solution (25 mL). The resulting mixture was dried over anhydrous sodium sulfate, then filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluant; hexane:ethyl acetate=3:1) to obtain ethyl[4-(cyclopropylthio)phenyl]acetate (15.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08034819B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-6966b730f59a402eae078b5e54155911 |
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| Source note | uspto-grants-2011_10 |
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