HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561795Generated: October 30, 2026
Methyl morpholine oxide → 2-Chloro-5-(2-methoxyethoxy)benzaldehyde
https://huagongshe.com/reaction/561795
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 2-(Bromomethyl)-1-chloro-4-(2-methoxyethoxy)benzene | HCID 59177555 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-Chloro-5-(2-methoxyethoxy)benzaldehyde | HCID 86635913 | — |
Reaction Steps
To a solution of 2-(bromomethyl)-1-chloro-4-(2-methoxyethoxy)benzene from the previous step (1 eq.) in dioxane (0.2 M) was added 4-methylmorpholine N-oxide (3 eq.). The reaction mixture was heated at 80° C. The resulting solution was allowed to cool to RT, poured into brine and then extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→2:1 (v/v) Hex:EtOAc) afforded the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063105B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-aafbd440ab6d41eaac148878ced3f83c |
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| Source note | uspto-grants-2011_11 |
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