HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diallylamine → 2-(Diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diallylamine | HCID 31279 | — |
| Reactant | 4-(Methoxymethyl)benzeneboronic acid | HCID 3723812 | — |
| Reactant | Glyoxylic acid, monohydrate | HCID 15620607 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(Diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acid | HCID 118622707 | 12.1% |
Reaction Steps
A solution of (4-(methoxymethyl)phenyl)boronic acid (999 mg, 6.02 mmol), glyoxylic acid monohydrate (554 mg, 6.02 mmol) and diallylamine (0.741 mL, 6.02 mmol) in acetonitrile (12 mL) was stirred at 60° C. for 5 hr. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Diol, solvent; ethyl acetate), and crystallized from ethyl acetate/hexane to give 2-(diallylamino)-2-(4-(methoxymethyl)phenyl)acetic acid (200 mg, 0.726 mmol, 12.07%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365520B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-911d99c4b7634b01a47f05a190c831ac |
| Source note | uspto-grants-2016_06 |