HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester | HCID 68614538 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amine | HCID 23446691 | 106% |
Reaction Steps
A solution of 1.45 g (4.58 mmol) of [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester in 25 ml CH2Cl2 was treated at 0° C. with 11.5 ml TFA (during 20 min) and warmed up to room temperature during 1 h. The solution was concentrated and the residual oil was extracted with aqueous sat. NaHCO3 (+Na2CO3)/EtOAc (3×). The organic phase was dried (Na2SO4) and evaporated to yield 1.05 g (quantitative) of [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amine MS: 217 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06683201B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-d707626f412842688f2e2474fa0128f3 |
| Source note | uspto-grants-2004_01 |