HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 3-(1,3-Bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Potassium 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonate | HCID 86656334 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(1,3-Bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonyl chloride | HCID 58380544 | 68% |
Reaction Steps
Using the same reaction conditions, procedure and work up as described for the preparation of Intermediate I-25c (below), potassium 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonate (0.5 g, 1.168 mmol) was reacted with POCl3 (0.22 mL, 2.336 mmol), diisopropyl ethyl amine (0.4 mL, 2.336 mmol) and DCM (20 mL) to afford the crude product. Purification by column chromatography on silica gel (8% ethyl acetate in hexane) afforded 0.32 g of the product (68% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466289B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-eb0c9f97b7734cfda67df2ba6c7997e8 |
| Source note | uspto-grants-2013_06 |