Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 15280226 | HCID 15280226 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15280227 | HCID 15280227 | 97% |
Reaction Steps
Add thionyl chloride (2.74 mL, 4.48 g, 37.6 mmole) to 8-chloro-5,11-dihydro[1]benzoxepino[4,3-b]pyridin-11-ol (8.48 g, 34.2 mmole) in dichloromethane (100 mL) at 0° C. under a nitrogen atmosphere. Stir for 30 minutes at 0° C., and then stir for 60 minutes at room temperature. Add iced 1.5N NaOH (100 mL), and separate layers. Extract aqueous solution with dichloromethane (2×100 mL). Wash the combined organic solution with water and saturated NaCl, dry with MgSO4, filter, and concentrate in vacuo to give a reddish-black oil (8.82 g, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05430032 |
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| Source dataset | uspto-grants-1995_07 |
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| ORD ID | ord-b0f597251eae4bd08e5a639fcd2daaee |
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| Source note | uspto-grants-1995_07 |
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