Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Fluorotelomer alcohol 4:2 | HCID 74883 | — |
| Reactant | HCID 86759731 | HCID 86759731 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86597333 | HCID 86597333 | 18% |
Reaction Steps
3,3,4,4,5,5,6,6,6-Nonafluorohexanol (164.6 g, 623 mmol) and pyridine (49.3 mL, 623 mmol) were dissolved in chloroform (280 mL), and the mixture was added dropwise with monododecyl maleate chloride (155.8 g, 566 mmol), while the internal temperature was kept at 20° C. or lower on an ice bath. After completion or the addition, the mixture was stirred for 1 hour and added with ethyl acetate. The organic phase was washed with 1 mol/L aqueous hydrochloric acid and a saturated sodium chloride aqueous solution. Then, the organic layer was collected, and the organic solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/chloroform=10/0 to 7/3 (v/v)) to obtain the target compound (48.2 g, yield: 18%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06897013B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-fa97ed03c95a4762b2eef0855df6058c |
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| Source note | uspto-grants-2005_05 |
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