HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566511Generated: October 31, 2026
Diethyl Ether → Dimethyl 2-(4-(diethoxymethyl)benzyl)-2-(4-(methylthio) benzyl)malonate
https://huagongshe.com/reaction/566511
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Chloromethyl)-4-(methylthio)benzene | HCID 70128 | — |
| Reactant | Dimethyl 2-(4-(diethoxymethyl)benzyl)malonate | HCID 21265723 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Dimethyl 2-(4-(diethoxymethyl)benzyl)-2-(4-(methylthio) benzyl)malonate | HCID 86756239 | 94.7% |
Reaction Steps
To a solution of the product from Step 1 (1.42 g, 4.4 mmol) in DMF (14 mL) at 0° C. was added NaH (131 mg, 80% in mineral oil). After 1 h. 4-(methylthio)benzyl chloride (0.64 mL, 4.4 mmol) was added and the mixture was stirred a further 2 h at 0° C. Following a standard aqueous/Et2O work-up, the crude was purified by flash column (1:20 EtOAc/toluene) to give a colorless oil (1.92 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06174874B1 |
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| Source dataset | uspto-grants-2001_01 |
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| ORD ID | ord-d319a28586c1422293aa2b9726263e87 |
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| Source note | uspto-grants-2001_01 |
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