HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 23153963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Methoxybenzaldehyde | HCID 31244 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | methyl 2-amino-4-isopropoxy-5-methoxybenzoate | HCID 12016998 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 23153963 | HCID 23153963 | 99.3% |
Reaction Steps
A mixture of methyl 2-amino-4-isopropoxy-5-methoxybenzoate (12.67 g), 4-methoxybenzaldehyde (7.90 g), N,N-dimethylformamide (150 ml) and acetic acid (3 ml) was stirred for 8 hours. After stirring, the sodium triacetoxyborohydride (13.4 g) was added thereto. The reaction mixture was stirred for 1 night. To the reaction mixture was added 4-methoxybenzaldehyde (1.98 g) and sodium triacetoxyborohydride (3.35 g) and stirred for 1 day. The reaction mixture was concentrated under reduced pressure until the amount was concentrated to a half, adjusted to pH 8˜9 by adding 5% sodium carbonate. Water was added thereto, the precipitated solid was collected by filtration, washed with water and dried to obtain the target compound (18.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842701B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-87c8a739e70b46b8b8f63476d6b171f5 |
| Source note | uspto-grants-2010_11 |