HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | HCID 69514122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine | HCID 21966638 | 94% |
Reaction Steps
2.45 g (6.8 mmol) 5-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester in 5 ml CH2Cl2 were treated with 4 ml TFA at 0° C. The solution was stirred at RT for 0.5 h, and at 40° C. for 1 h. The solution was concentrated and the residue was dissolved in ether and water. 2M NaOH was added and the inorganic phase was extracted with ether. The combined organic phases were washed with water and dried over Na2SO4 to yield 1.65 g (94%) Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine as light yellow oil, MS: 259 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706751B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-5349ffd3e87844e78c7075901f7151a7 |
| Source note | uspto-grants-2004_03 |