HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-{4-[3-(3,4-Bis-hydroxymethyl-phenyl)-propyl]-2-ethyl-phenoxy}-3,3-dimethyl-butan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Dimethyl 4-[3-[4-(3,3-dimethyl-2-oxobutoxy)-3-ethylphenyl]propyl}phthalate | HCID 17982979 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-{4-[3-(3,4-Bis-hydroxymethyl-phenyl)-propyl]-2-ethyl-phenoxy}-3,3-dimethyl-butan-2-ol | HCID 10453632 | — |
Reaction Steps
900 mg (2 mmol) of dimethyl 4-{3-[4-(3,3-dimethyl-2-oxobutoxy)-3-ethylphenyl]propyl}phthalate are dissolved in 20 ml of THF, and slowly added to a suspension of 375 mg (10 mmol) of lithium aluminum hydride. The reaction medium is stirred for 30 minutes at room temperature, and is then sequentially treated by slow addition of 400 μl of water, 400 μl of 15% sodium hydroxide and 1 ml of water. The reaction medium is poured into a 1% hydrochloric acid solution, and then extracted with ethyl ether. The residue obtained after drying and concentrating is purified by chromatography on a silica column. A thick colorless oil is obtained (m=760 mg, y=95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312249B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-f79a07a054bb474f97ee352cfbb37a5f |
| Source note | uspto-grants-2007_12 |