HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Methoxypropene | HCID 8300 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanol | HCID 59278999 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | 1-Bromo-4-fluoro-2,5-bis[(1-methoxy-1-methylethoxy)methyl]benzene | HCID 59488766 | 97% |
Reaction Steps
(2-Bromo-5-fluoro-4-hydroxymethylphenyl)-methanol (71.3 mg, 0.303 mmol) was dissolved in tetrahydrofuran (1 mL), and 2-methoxypropene (214.7 mg, 2.97 mmol) was added thereto. The resultant mixture was cooled to 0° C., and then p-toluenesulfonic acid (1.0 mg. 0.0029 mmol) was added thereto. This mixture was stirred for 40 minutes, and then saturated aqueous sodium hydrogen carbonate was added. The resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure, to thereby obtain the titled compound (111.7 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207134B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-c6bb24346a804e0f93bba34cd9f536cb |
| Source note | uspto-grants-2012_06 |