HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225688Generated: November 1, 2026
Sodium hydride → 4-[[4-(2-Naphthalenyloxy)butyl]oxy]-alpha-oxobenzeneacetic acid methyl ester
https://huagongshe.com/reaction/2225688
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Reactant | 2-(4-bromobutoxy)naphthalene | HCID 4130635 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[[4-(2-Naphthalenyloxy)butyl]oxy]-alpha-oxobenzeneacetic acid methyl ester | HCID 53794298 | 72.5% |
Reaction Steps
A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with 2-(4-bromobutoxy)naphthlene (1.12 g). The mixture was stirred and heated under argon at 60° C. overnight and worked up as in Example 20. The material from dichloromethane extraction was crystallized from dichloromethane-diethyl ether to provide 1.1 g of 4-[[4-(2-naphthalenyloxy)butyl]oxy]-alpha-oxobenzeneacetic acid methyl ester, mp 93°-95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05344843 |
|---|
| Source dataset | uspto-grants-1994_09 |
|---|
| ORD ID | ord-0edc02ee762a4f1fb03948b4cc8124e2 |
|---|
| Source note | uspto-grants-1994_09 |
|---|
