Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 1-Bromododecane | HCID 8919 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,6-Trihydroxybenzaldehyde | HCID 68099 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86638314 | HCID 86638314 | 55.2% |
Reaction Steps
2,4,6-Trihydroxybenzaldehyde (250 mg, 1.45 mmol), 1-bromododecane (2.15 g, 8.63 mmol), K2CO3 (600 mg, 4.34 mmol) and KI (40 mg, 0.24 mmol) were mixed in DMF (10 ml), followed by stirring at 70° C. for 20 hours. The resulting reaction product was cooled to 20° C., and chloroform (50 ml) was added thereto to separate into an organic phase and an aqueous phase. Only the organic phase was washed with salt water (100 ml) two times, and then dried using Na2SO4. The resulting crude product was purified by column chromatography (silica gel, hexane/CH2Cl2=1:1) to obtain yellow oily 2,4,6-tridecyloxybenzaldehyde (1a) (460 mg, yield: 48%). It was confirmed by 1H NMR quantitative analysis that 1a is 2,4,6-tridodecyloxybenzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08092773B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-56b2e42dfc894fc7b57f58023a5bf953 |
|---|
| Source note | uspto-grants-2012_01 |
|---|