HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 5-(Cyclopropylmethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 5017741 | — |
| Reactant | HCID 66866695 | HCID 66866695 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(Cyclopropylmethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole | HCID 66866698 | — |
Reaction Steps
A stirred solution of 5-cyclopropylmethoxy-benzo[1,3]dioxole from example B.b1 (38.44 g; 200.0 mmol) in dry THF (500 mL) is cooled to −40° C. before n-butyl lithium (138.0 mL; 1.6 M solution in hexane; 220 mmol) is slowly added via syringe. After complete addition, stirring is continued at −40° C. for two hours. At −78° C. neat 2-iso-propoxy-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (40.95 g; 220.0 mmol) is added via syringe and stirring is continued at −78° C. for two hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816085B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b82a786d8e694f12b61e04715eca190d |
| Source note | uspto-grants-2014_08 |