HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → (3-Bromo-4-(2-bromoethoxy) phenyl)(4-hydroxyphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 89655878 | HCID 89655878 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3-Bromo-4-(2-bromoethoxy) phenyl)(4-hydroxyphenyl)methanone | HCID 89656372 | 62.1% |
Reaction Steps
To a stirred solution of (3-bromo-4-(2-bromoethoxy)phenyl)(4-methoxyphenyl)methanone (0.6 g, 1.0 e q) in 50 mL CH2Cl2 was added BBr3 (3.0 eq, 0.4 mL) dropwise. After addition, the mixture was stirred at rt overnight, concentrated, and purified by column chromatography with petroleum ether:EtOAc=2:1 to give the desired product (0.36 g, 62% yield). 1H NMR (400 MHz, CDCl3) δ 8.03 (s, 1H), 7.70-7.79 (m, 3H), 6.90-7.00 (m, 3H), 4.43 (t, J=6.4 Hz, 2H), 3.72 (t, J=6.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-d288f3540eee4ed6ac0c00fa92e955c9 |
| Source note | uspto-grants-2016_04 |