HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 4-(N,N-dimethylaminomethyl) benzoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Methyl 4-(aminomethyl)benzoate | HCID 571728 | — |
| Reactant | 4-[(Dimethylamino)methyl]benzoic acid | HCID 826319 | — |
| Product | 4-(N,N-dimethylaminomethyl) benzoyl chloride | HCID 13748965 | — |
Reaction Steps
The 4-(N,N-dimethylaminomethyl) benzoyl chloride was prepared by reacting the acid with excess oxalyl chloride for 1 hr at 25° C. The 4-(N,N-dimethylaminomethyl) benzoic acid was in turn prepared from methyl 4-aminomethylbenzoate via reductive alkylation (CH2O, Na(OAc)3 BH as in J. Org. Chem., 1972, 37, 1673) followed by hydrolysis using 10% aqueous NaOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843905 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-d77ffea2c0ff485a9d1599781addece9 |
| Source note | uspto-grants-1998_12 |