Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 10200036 | HCID 10200036 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 53735636 | HCID 53735636 | 89.3% |
Reaction Steps
A solution of 6.7 g of 6-{3-[4-(4-fluorobenzyl)piperid-1-yl]-1-hydroxypropyl}-3H-benzoxazol-2-one [obtainable by hydrogenation of 6-{3-[4-(4-fluorobenzyl)piperid-1-yl]-1-oxopropyl}-3H-benzoxazol-2-one, which can be obtained by reacting 4-(4-fluorobenzyl)piperidine and 6-(3-chloropropionyl)-3H-benzoxazol-2-one] in 70 ml of dioxane is heated under reflux with 7 ml of concentrated HCl for 1.5 h. The mixture is cooled and 8.5 g of NaHCO3 and 70 ml of water are added. 30 ml of dichloromethane are added and the mixture is stirred for 30 minutes. The precipitate is separated off, washed with acetone and ether and dried to give 5.7 g of 6-{3-[4-(4-fluorobenzyl)piperid-1-yl]propenyl}-3H-benzoxazol-2-one (“A”), m.p. 202-203.5°; hydrochloride: m.p. 220-223°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06548516B1 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-547346e156a54a01b9d1ed34506235f4 |
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| Source note | uspto-grants-2003_04 |
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