HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | Diethyl-[4-(1H-indol-5-yloxy)-butyl]-amine | HCID 18679455 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amine | HCID 18679552 | 53.6% |
Reaction Steps
130 mg (0.5 mmol) Diethyl-[4-(1H-indol-5-yloxy)-butyl]-amine in 1 ml DMF were treated with 67 mg (0.6 mmol) potassium tert. butylate and 150 mg (0.6 mmol) 4-bromobenzylbromide at 45° C. for 1 h. Ether and water were added and the organic phase was washed with water and dried over Na2SO4. Column chromatography on silica gel with CH2Cl2: MeOH 9:1 yielded 115 mg (53%) {4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amine as colorless oil, MS: 429 (MH+, 1Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06503907B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-a2e02a3dd96949689dd92b83c0ef961b |
| Source note | uspto-grants-2003_01 |