HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylbutylamine → Methyl 5-[(N-methyl-N-butylamino)carbonyl]-2,4-bisbenzyloxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylbutylamine | HCID 8068 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 5-bromo-2,4-dibenzyloxybenzoate | HCID 59317108 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 5-[(N-methyl-N-butylamino)carbonyl]-2,4-bisbenzyloxybenzoate | HCID 59614016 | — |
Reaction Steps
a solution of 55.3 g (129.4 mmol) of methyl 2,4-bisbenzyloxy-5-bromobenzoate, 2.1 g (2.6 mmol) of (1,1′-bis(diphenylphosphino)ferrocene)palladium(11) chloride, 2.9 l of carbon monoxide, 17.7 g (101.2 mmol) of triethylamine, 13.8 g (155.2 mmol) of N-methylbutylamine in 1 l of THF is treated in an autoclave for 20 h at 120° C. and 5-10 bar. The resultant solution is subsequently evaporated and crystallised from ethanol. 59 g (98%) of methyl 5-[(N-methyl-N-butylamino)carbonyl]-2,4-bisbenzyloxybenzoate; MW 461.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183279B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-3de13dd19c9941caa321faadd5708187 |
| Source note | uspto-grants-2012_05 |