HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86698222, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 86698223 | HCID 86698223 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86698222 | HCID 86698222 | 87% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a stirred solution of 2-(ethoxymethoxy)-3-isopropylbenzyl alcohol (Ic) (2.04 g, 9.09 mmol) and PPh3 (3.82 g, 14.6 mmol) in dichloromethane (45 mL) was added NBS (2.59 g, 14.6 mmol) in portions at 0° C. The reaction was stirred at 0° C. for 30 min. The reaction was quenched by the addition of water (50 mL). The product was extracted with CH2Cl2 (3×50 mL). The combined organic extracts were washed with water (50 mL), and brine (50 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure. Purification of the crude product by flash column chromatography (hexanes/ethyl acetate=10:1, v/v) provided the title compound (2.27 g, 86%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993804B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-f6b22ffe5cc94a4db686d7afec8e6620 |
| Source note | uspto-grants-2015_03 |