HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448155Generated: October 29, 2026
Dimethylformamide → 4-(Dibenzylamino)-6-methoxy-1-naphthaldehyde
https://huagongshe.com/reaction/448155
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | N,N-dibenzyl-7-methoxynaphthalen-1-amine | HCID 59813090 | — |
| Product | 4-(Dibenzylamino)-6-methoxy-1-naphthaldehyde | HCID 59813117 | — |
Reaction Steps
To a stirred solution of DMF (30 mL) was added POCl3 (10.65 mL, 116 mmol) over 30 minutes at 0° C. The mixture was then stirred at 0° C. for 30 minutes and added 4 (11.75 g, 33.2 mmol) in DMF (120 mL). The mixture was stirred at room temperature for six days and the poured into ice-water. The product mixture was extracted with dichloromethane and the organic layer washed with water, aqueous sodium bicarbonate and brine, dried over sodium sulfate and concentrated to afford 13.58 g of 4-(dibenzylamino)-6-methoxy-1-naphthaldehyde (5) which was used in next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481581B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-fd087be93fa64e4c88e1eb9cc41befac |
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| Source note | uspto-grants-2013_07 |
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