Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylparaben | HCID 8434 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Benzyl-2-(chloromethyl)morpholine | HCID 2801562 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86745266 | HCID 86745266 | 40.3% |
Reaction Steps
A mixture of 11.3 parts of 2-chloromethyl-4-(phenylmethyl)morpholine (described in Synth. Comm. 1980, 10(1), 59-73), 8.3 parts of ethyl 4-hydroxybenzoate, 6.9 parts of potassium carbonate and 141 parts of N,N-dimethylformamide was stirred overnight at 110° C. The reaction mixture was evaporated and water was added to the residue. The product was extracted with dichloromethane and the extract was dried, filtered and evaporated. The residue was converted into the (E)-2-butenedioate salt in 2-propanol, yielding 9.5 parts (40.3%) of ethyl 4-[[4-(phenylmethyl)-2-morpholinyl]methoxy]benzoate (E)-2-butenedioate(1:1); mp. 174.4° C. (interm. 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05070090 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-515c5514879f4dc2b4cb9838c06f19e6 |
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| Source note | uspto-grants-1991_12 |
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