HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → Dimethyl 2-(4-methylnaphthalen-1-yl)isophthalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Methyl-1-naphthaleneboronic acid | HCID 2773511 | — |
| Reactant | 1,3-Benzenedicarboxylic acid, 2-bromo-, 1,3-dimethyl ester | HCID 12699360 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | Dimethyl 2-(4-methylnaphthalen-1-yl)isophthalate | HCID 58260548 | — |
Reaction Steps
35 g (148 mmol) of 4-methylnaphthaleneboronic acid, 33.8 g (124 mmol) of dimethyl 2-bromoisophthalate and 220 ml of 2 M Na2CO3 solution are suspended in 1 l of toluene and 1 l of EtOH, the mixture is saturated with N2, 2.9 g (3 mmol) of tetrakis(triphenylphosphine)palladium(0) are added, and the mixture is heated at the boil for 2 h. The mixture is poured into 3 l of a mixture of water/MeOH/6 M HCl 1:1:1, the beige precipitate is filtered off with suction, washed with water, EtOH and toluene and dried. The content of product according to 1H-NMR is about 95% with an overall yield of 37 g (90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901298B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-82f6abfd36cd4cf1b7e611979f23d7fc |
| Source note | uspto-grants-2014_12 |