Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 73703431 | HCID 73703431 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 67480657 | HCID 67480657 | 102.6% |
Reaction Steps
3.80 g (6.98 mmol) 3,5-dinitrobenzoic acid 6-[3-(3-methoxy-4-butyloxyphenyl)acryloyloxy]hexyl ester and 1.47 g (27.48 mmol) of ammonium chloride were suspended in 75 ml of a mixture consisting of methanol:water 9:1. 9.07 g (0.139 mol) of zinc powder was then added in one portions. The reaction temperature rose to 36° C. The suspension was then heated at 40° C. for 1.5 hours. The reaction suspension was partitioned between dichloromethane and water. The resulting suspension was filtered, the organic phase was washed with a saturated sodium bicarbonate solution and repeatedly with water. The organic phase was then dried over sodium sulfate, filtered and concentrated by evaporation to yielded 3.47 g (99%) 3,5-diaminobenzoic acid 6-[3-(3-methoxy-4-butyloxyphenyl)acryloyloxy]hexyl ester as yellow oil
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06831148B2 |
|---|
| Source dataset | uspto-grants-2004_12 |
|---|
| ORD ID | ord-a46c9580942c462caa11e432bc718d76 |
|---|
| Source note | uspto-grants-2004_12 |
|---|