Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 131730681 | HCID 131730681 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131730680 | HCID 131730680 | 76.1% |
Reaction Steps
A 5-L round-bottom flask equipped with a mechanical stirrer and nitrogen bubbler was charged with 1 L of 1,2-dimethoxyethane and sodium borohydride (76 grams, 2.0 moles) and heated to 80° C. CF3CFH—O—(CF2)5COOCH3 (713 grams, 1.67 mole), prepared as described in Part A, was added to the stirred slurry over a period of one hour. A mixture of concentrated sulfuric acid (198 grams) and water (1.0 L) was added to the reaction mixture. The lower phase was separated, and the solvent was removed by distillation. Further distillation provided 506 grams of CF3CFH—O—(CF2)5CH2OH (boiling point 173° C.), the structure of which was confirmed by Fourier Transform Infrared Spectroscopy (FTIR) and 1H and 19F Nuclear Magnetic Resonance (NMR) Spectroscopy.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08633288B2 |
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| Source dataset | uspto-grants-2014_01 |
|---|
| ORD ID | ord-21f1a9ef3af44b5b880116ce063494bd |
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| Source note | uspto-grants-2014_01 |
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