HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide dichloromethane → (2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide dichloromethane | HCID 22277759 | — |
| Reactant | (2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone | HCID 23445617 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone | HCID 23445650 | 54% |
Reaction Steps
The title compound was prepared according to the procedure in Example 5, step 3 using (2-naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone (1.04 g, 2.29 mmol) and 1M boron tribromide/CH2Cl2 (4.81 mL) in CH2Cl2. Purification on Biotage KP-Sil eluting with 15% acetone/hexane gave 0.542 g (54%) of the title compound. 1H NMR (DMSO-d6) δ1.12 (d, 12H), 1.82 (s, 3H), 2.18 (s, 3H), 3.31 (septet, 2H), 4.02 (s, 2H), 7.22 (dd, 1H), 7.43-7.50 (m, 4H), 7.55 (s, 1H), 7.76-7.86 (m, 3H), 9.12 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248764B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-82ced86cf76340fdb0793e84dac14842 |
| Source note | uspto-grants-2001_06 |