Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | N-Boc-(R)-2-(3-(2-(3-pyridinyl)vinyl)-benzyl)morpholine | HCID 67073511 | — |
| Product | HCID 86607061 | HCID 86607061 | 98% |
Reaction Steps
To the solution of 1.80 g (5.5 mmol) (R)-2-(3-chloro-4-hydroxy-benzyl)-morpholine-4-carboxylic acid tert-butyl ester (example 7, intermediate (a)) in 25 mL dichloromethane 1.53 mL (11.0 mmol) triethylamine were added. After cooling down to 0° C. 1.0 mL (6.0 mmol) trifluoromethanesulfonic anhydride were added and the cooling bath was removed. After 1 h stirring at room temperature the reaction mixture was extracted with 10% aqueous sodium bicarbonate solution and brine and the organic layer was dried over magnesium sulfate, filtered and evaporated. The residue was purified by column chromatography on silica gel using n-hexane:ethyl acetate (2:1 v/v) as eluant to give the compound in form of a light yellow oil (98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07323466B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-ce856bc8683445bd8c6907e780134932 |
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| Source note | uspto-grants-2008_01 |
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