HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(3-Bromobenzyloxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | 2-(3-Bromophenyl)-1,3-dioxolane | HCID 87306 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 2-(3-Bromobenzyloxy)ethanol | HCID 57956818 | — |
Reaction Steps
A solution of DIBAL-H in heptane is added under an inert atmosphere to a cooled (−78° C.) solution of 2-(3-bromophenyl)-1,3-dioxolane in hexanes. The reaction mixture is stirred until no starting material is seen by TLC. Aqueous HCl (1N) is added to the reaction mixture while warming to room temperature. The product is extracted with EtOAc. Combined organic layers are dried over anhydrous MgSO4, and concentrated under reduced pressure to give 2-(3-bromobenzyloxy)ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056849B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e506ac544616480a8c4c6249bbdc225c |
| Source note | uspto-grants-2015_06 |